IRIS: Diamines & Polyamines eBook

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DIAMINES & POLYAMINES

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Empowering Peptide Innovation

With this guiding theme in mind, Iris Biotech’s mission is to support researchers by supplying

• innovative technologies, rare compounds, as well as a broad portfolio on standard consumables, available in flexible quantities from small scale to bulk quantities. To fulfill our dedication “Empowering Peptide Innovation”, we are attending various conferences, symposia, and exhibitions each year. This allows us to remain in direct contact with scientists all over the world, both from academia and industry, to exchange knowledge, and to gather new ideas to tackle your current challenges.

Guided by our dedication to provide competent service, as well as novel substances and latest technologies,

Iris Biotech is your trusted partner for the world of peptides, while having strong expertise in associated disciplines. Thus, our portfolio comprises reagents and tools for the synthesis and modification of peptides, e.g. amino acids, resins and solvents but also for related technologies such as Drug Delivery, Linkerology® and Life Sciences.

Owed to the growing demand for tailor-made compounds, our portfolio is fine-tuned by our Custom Synthesis Service at Iris Biotech Laboratories. Our skilled scientists offer profound expertise in

• de novo route development,

• upscaling towards larger scale production,

• as well as synthesis optimization for increased efficiency.

Examples are the synthesis of rare chiral building blocks, unnatural amino acid derivatives, sophisticated orthogonal protecting groups, heterocycles, building blocks for nucleotides, PEGs and PEG-analogues as well as specific linkers for controlled drug delivery and release.

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Amino Acids Building Blocks Life Sciences Drug Delivery Reagents Resins Linkerology® Click Chemistry

Portfolio Overview

Peptide Synthesis and Modification Linkerology® and Drug Delivery Life Sciences

(Protected) Amino Acids

Standards such as Fmoc-D/L-AAA and Boc-D/L-AAA, Smoc amino acids for peptide synthesis in water, variety of protecting groups (e.g. Pbf, Trt, tBu, Bzl, Acm, Mob, SIT, Phacm, Allocam, Mmt), unusual amino acids, fluorinated derivatives, substituted prolines, arginine analogues

Building Blocks

Amino alcohols, amino aldehydes, diamines and hydrazines, (pseudoproline) dipeptides, polyamines and spermines, fatty acid derivatives

Reagents

Coupling reagents, solvents and scavengers, protecting groups

Resins

Preloaded resins (e.g. based on Trityl, TCP, TentaGel, Methoxybenzhydryl, Merrifield, PAM, Rink, Wang), scavenger resins, hydrazone resins

Linkers for Solid Phase Peptide Synthesis

Cleavable Linkers

Val-Ala based, Val-Cit based, disulfide based, Dde-helping hands

Photo-Activatable Linkers

Functionalized Linkers

Clickable linkers, trifunctional linkers, linkers with maleimide function, cross-linkers, selective N-term acylation and biotinylation

PROTACs

Ligands, linkers & modules

Fullerenes & Poly(2-oxazolines)

Poly-Amino Acids

Poly-Arg, Poly-Glu, Poly-Lys, Poly-Orn, Poly-Sar

PEGylation

Branched PEGylating reagents, (amino-)PEG-acids, PEG-amines & hydrazides & guanidines, reagents for Click-conjugation, Biotin-PEG-reagents, PEG-thiols, PEG-maleimides, other PEGylating reagents

Carbohydrates

Galactose, Glucose, Maltose, Mannose, Xylose and others

Drug Metabolites

Peptides

Substrates & Inhibitors

E.g. protein kinase inhibitors, substrates for fusion (Halo/ Snap/Clip)-tagged proteins

Natural Products

Dyes and Fluorescent Labels

E.g. ICG, AMC, DAPI

Maillard & Amadori Reaction Products

Large portfolio of derivatives useful as standards for food, pharma and cosmetics industry

Vitamins

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One-step reactions & complex multi-step synthesis

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Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation V
VII Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation Table of contents Diamines & Polyamines 1. Background 1 2. Spermines and other Biogenic Polyamines 3 3. Linear Diaminoalkanes 8 4. PEG-based linear Diamines 21 5. Cyclic Amines 23 Code of Conduct 27 Terms and Conditions of Sales 29 Index 33

Diamines & Polyamines

. 1. Background

Polyamines are aliphatic cations with multiple functions in cell proliferation and differentiation and are essential for normal cell growth and development in eukaryotes. These molecules carry positive charges at their primary and secondary amino groups at physiological pH. Consequently, polyamines bind to various anionic macromolecules including DNA, RNA, acidic phospholipids, and certain proteins. These polycationic alkylamines are involved in various critical cellular functions, such as maintaining chromatin structure, regulating ion-channels, maintaining membrane stability, modulating protein synthesis, and scavenging free radicals. Polyamines also serve as substrates for transglutaminase reactions and for the synthesis of the translational regulator hypusine.

Crucial parts of the biological function of polyamines are the regulation of gene expression by altering DNA structure, the modulation of protein synthesis by binding to RNA, and the modulation of signal transduction pathways. The binding of polyamines to both RNA and DNA leads to conformational changes of those nucleic acids. Polyamines cause the conformational transition of DNA from the B form to the Z form and also cause bending of DNA. Both structural alterations are known to influence transcription. Close to 80% of all polyamines in the cell are associated with RNA, while spermine in particular has been shown to stabilize tRNA structures. Binding of polyamines to RNA causes structural changes that increase the efficiency of protein synthesis.

Polyamines are also known to modulate DNA-protein interactions, e.g. by enhancing the binding of specific gene-regulatory proteins to certain regulatory sequences termed response elements. The polyamine spermine has been reported to facilitate the binding of estrogen receptor and nuclear factor κB (NF-κB) to their respective response elements at 100 to 500 μM concentrations. Polyamines are also involved in modulating ligand-receptor interactions, for example N-methyl-D-aspartate (NMDA) receptors, which are important for the excitatory synaptic transmission in the brain and spinal cord.

Moreover, polyamines have been implicated as important molecules in virus-host interactions since many viruses utilize and manipulate polyamines for their own replication. Those pathogens depend on the presence of polyamines for numerous aspects of their replication cycles, such as DNA and RNA polymerization, genome packaging, and viral protein translation. Certain viruses even appear to stimulate polyamine synthesis upon infection, a fact that underlines the importance of this class of molecules for the viral life cycle.

The polyamine metabolic pathway and thus polyamine levels are strictly regulated in cells. However, dysregulation of polyamine metabolism is a frequently observed event in cancer. For example, elevated levels of polyamines have been associated with breast, colon, prostate, and skin cancers. Consequently, polyamine synthesis, metabolism, uptake, and function may be promising targets for cancer therapy.

References:

→ Polyamine metabolism and cancer: treatments, challenges and opportunities; R. A. Casero, Jr.,

T. Murray Stewart, A. E. Pegg; Nat Rev Cancer 2018; 18: 681-695. https://doi.org/10.1038/s41568-018-0050-3

→ Polyamines and Their Role in Virus Infection; B. C. Mounce, M. E. Olsen, M. Vignuzzi, J. H. Connor; Microbiol. Mol. Biol. Rev. 2017; 81: e00029-17. https://doi.org/10.1128/MMBR.00029-17

→ Targeting polyamine metabolism for cancer therapy and prevention; T. R. Murray-Stewart, P. M. Woster, R. A. Casero, Jr.; Biochem J 2016; 473: 2937-53. https://doi.org/10.1042/BCJ20160383

→ Polyamine catabolism in carcinogenesis: potential targets for chemotherapy and chemoprevention; V. Battaglia, C. DeStefano Shields, T. Murray-Stewart, R. A. Casero, Jr.; Amino Acids 2014; 46: 511-9. https://doi.org/10.1007/s00726-013-1529-6

→ Translational recoding as a feedback controller: systems approaches reveal polyamine-specific effects on the antizyme ribosomal frameshift; C. Rato, S. R. Amirova, D. G. Bates, I. Stansfield, H. M. Wallace; Nucleic Acids Res 2011; 39: 4587-97. https://doi.org/10.1093/nar/gkq1349

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→ Synthesis and applications of polyamine amino acid residues: improving the bioactivity of an analgesic neuropeptide, neurotensin; L. Zhang, H. K. Lee, T. H. Pruess, H. S. White, G. Bulaj; J Med Chem 2009; 52: 1514-7. https://doi.org/10.1021/jm801481y

→ Targeting polyamine metabolism and function in cancer and other hyperproliferative diseases; R. A. Casero, Jr., L. J. Marton; Nat Rev Drug Discov 2007; 6: 373-90. https://doi.org/10.1038/nrd2243

→ The critical roles of polyamines in regulating ColE7 production and restricting ColE7 uptake of the colicin-producing Escherichia coli; Y. H. Pan, C. C. Liao, C. C. Kuo, K. J. Duan, P. H. Liang, H. S. Yuan, S. T. Hu, K. F. Chak; J Biol Chem 2006; 281: 13083-13091. https://doi.org/10.1074/jbc.M511365200

→ Structural analysis of DNA interactions with biogenic polyamines and cobalt(III)hexamine studied by Fourier transform infrared and capillary electrophoresis; A. A. Ouameur, H. A. Tajmir-Riahi; J Biol Chem 2004; 279: 42041-54. https://doi.org/10.1074/jbc.M406053200

→ Defining the molecular requirements for the selective delivery of polyamine conjugates into cells containing active polyamine transporters; C. Wang, J. G. Delcros, L. Cannon, F. Konate, H. Carias, J. Biggerstaff, R. A. Gardner, I. V. O. t. Phanstiel; J Med Chem 2003; 46: 5129-38. https://doi.org/10.1021/jm030223a

→ Role of polyamines and ethylene as modulators of plant senescence; S. Pandey, S. A. Ranade, P. K. Nagar, N. Kumar; J Biosci 2000; 25: 291-9. https://doi.org/10.1007/BF02703938

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N N N N O HN N N NH O H H H O O O O P O O O P O O N N N N O HN N N NH O H H H O O O P O O P O O NH2+ NH2+ +H2N +H2N -O -O OO-
Fig. 1: Electrostatic interaction between polyamines and oligonucleotides.

Diamines & Polyamines

. 2. Spermines and other Biogenic Polyamines

Polyamines stabilize nucleic acids against chemical and enzymatic degradation, facilitate the formation of secondary and tertiary structures and enhance cellular uptake. Biogenic polyamines, such as putrescine and spermidine are involved in numerous diverse biological processes. Due to their binding to DNA and RNA they play an important role in nucleic acid function and cause DNA condensation and aggregation inducing DNA conformational changes.

References:

→ Structural analysis of DNA interactions with biogenic polyamines and cobalt(III)hexamine studied by Fourier transform infrared and capillary electrophoresis; A. A. Ouameur, H. A. Tajmir-Riahi; J Biol Chem 2004; 279: 42041-54. https://doi.org/10.1074/jbc.M406053200

→ The synthesis and properties of oligoribonucleotide-spermine conjugates; A. J. Marsh, D. M. Williams, J. A. Grasby; Org Biomol Chem 2004; 2: 2103-12. https://doi.org/10.1039/b404150j

→ Spermine participates in oxidative damage of guanosine and 8-oxoguanosine leading to deoxyribosylurea formation; M. E. Hosford, J. G. Muller, C. J. Burrows; J Am Chem Soc 2004; 126: 9540-1.

https://doi.org/10.1021/ja047981q

→ Quadruplex structures in nucleic acids; M. A. Keniry; Biopolymers 2000; 56: 123-46.

https://doi.org/10.1002/1097-0282(2000/2001)56:3<123::AID-BIP10010>3.0.CO;2-3

Alkyl-Oligoamines

BNN1350

DETA(BHH*2HCl)

tert-butyl (2-((2-aminoethyl)amino)ethyl)carbamate

162279-67-6

BNN1330

DETA(HBH)*2HCl

tert-butyl bis(2-aminoethyl)carbamate

CAS-No. 1914917-65-9 Formula

BNN1340

DPTA(BHB)*HCl

di-tert-butyl (azanediylbis(propane-3,1-diyl))dicarba-

CAS-No. 82409-03-8

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Product details
dihydrochloride O N H H N NH2 O CAS-No.
Formula C
Mol. weight
g/mol
9 H21N3 O 2*2HCl
203,29*72,92
H2N N NH2 O O
C
H
N3 O 2*2HCl Mol. weight
g/mol
9
21
203,29*72,92
mate O H N H N H N O O O
Mol. weight
Formula C16 H33 N3 O4*HCl
331,46*36,46 g/mol

BNN1080 1,4-Bis-Boc-1,4,7-triazaheptane

1,4-Bis-t-butyloxycarbonyl-1,4,7-triazaheptane

CAS-No. 120131-72-8

Formula

BNN1090 1,7-Bis-Boc-1,4,7-triazaheptane

1,7-Bis-t-butyloxycarbonyl-1,4,7-triazaheptane

CAS-No. 117499-16-8

Formula

BNN1100 1,5-Bis-Boc-1,5,9-triazanonane

1,5-Bis-t-butyloxycarbonyl-1,5,9-triazanonane

CAS-No. 122248-82-2

Formula

weight 331,45 g/mol

BNN1110 1,9-Bis-Boc-1,5,9-triazanonane

1,9-Bis-t-butyloxycarbonyl-1,5,9-triazanonane

CAS-No. 82409-02-7

Formula C16 H33 N3 O4

Mol. weight 331,45 g/mol

BNN1120 1,5-Bis-Boc-1,5,10-triazadecane

1,5-Bis-t-butyloxycarbonyl-1,5,10-triazadecane

CAS-No. 85503-20-4

Formula C17H35N3

Mol. weight 345,48 g/mol

BNN1130 1,6-Bis-Boc-1,6,10-triazadecane

1,6-Bis-t-butyloxycarbonyl-1,6,10-triazadecane

CAS-No. 68076-39-1

Formula C17H35N3 O4

Mol. weight 345,48 g/mol

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O H N N NH2 O O O
3 O4 Mol.
C14H29 N
weight 303,4 g/mol
HN N H NH O O O O
O4 Mol.
C14H29 N3
weight 303,4 g/mol
N N H NH2 O O O O
3 O4 Mol.
C16 H33 N
H N HN NH O O O O
N N H O O O O NH2
O4
N N H O O NH2 O O
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Diamines & Polyamines

FNN1040 Fmoc-DETA(Boc)-Suc-OH

N1-(9-Fluorenylmethyloxycarbonyl)-N2-(t-butyloxycarbonyl)-N3 -diethylene-triamine-succinamic acid

CAS-No. 1373763-34-8

525,59 g/mol

SNN1040 Spermine(HBBB)

N2,N3 ,N4-Tris-(t-butyloxycarbonyl)-1,5,10,14-tetra-aza-quatrodecan

CAS-No. 114459-62-0

SNN1080 Spermine(HBBH)

N2,N3 -Bis-(t-butyloxycarbonyl)-1,5,10,14-tetra-aza-quatrodecan

CAS-No. 177213-61-5

weight 402,58 g/mol

SNN1200 Spermine(BHHB)

N1,N4-Bis-(t-butyloxycarbonyl)-1,5,10,14-tetra-aza-te

tradecan

CAS-No. 140652-55-7

Formula C 20 H42N4

Mol. weight 402,57 g/mol

SNN1140 Spermine(FBBSuc-OH)

N2,N3 -Bis-(t-butyloxycarbonyl)-N1-(9-fluorenylmethyloxycarbonyl)-1,5,10,14-tetra-aza-quatrodecan-N4-succinamic acid

CAS-No. 1263046-90-7

Formula C 39 H 56

weight 724,9 g/mol

SNN1220 Spermine(BBBSuc)

N1,N5,N10-triBoc-N14-succinoyl Spermine

CAS-No. 1247874-32-3

Formula C 29 H 54N

Mol. weight 602,77 g/mol

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O N H N O N H O OH O O O
H35N3 O 7 Mol.
Formula C 28
weight
N N H N H2N O O O O O O
50 N4O 6 Mol.
Formula C 25H
weight 502,7 g/mol
N N NH2 H2N O O O O
N4O4 Mol.
Formula C 20 H42
-
N H H N H N N H O O O O
4
O
N N H N N H O O O O O O O OH O
4O 9
N
Mol.
O N H O N O O N O O H N O O OH
4O 9

SNN1240

Spermine(SucBBSuc)

N5,N10-bisBoc-N1,N14-bisSuccinoyl Spermine

SNN1190

Spermine(BBBB-CO2H) (S)

(S)-N1,N5,N10,N14-Tetrakis-(t-butyloxycarbonyl)-1,5,10,14-tetraazatetradecan-9-carboxylic acid

CAS-No. 119798-08-2

Formula C 31H 58 N4O 10

Mol. weight 646,81 g/mol

SNN1130 Spermine(HHHStea)*3HCl

N1-Stearoyl-1,5,10,14-tetra-aza-quatrodecan trihydrochloride

CAS-No. 273935-54-9net

Formula C 28 H 60 N4O*3HCl

Mol. weight 468,82*109,35 g/mol

SNN1170 Spermine(HHHN3)*3HCl

N1-(3-Aminopropyl)-N4-(3-azidopropyl)butane-1,4-diamine trihydrochloride

CAS-No. 1823475-98-4

Formula C10 H24N 6*3HCl

Mol. weight 228,34*109,38 g/mol

SNN1210 Spermine(N3 HHN3)*2TsOH

N1-(3-Aminopropyl)-N4-(3-azidopropyl)butane-1,4-diamine bistosylate

CAS-No. 2250433-79-3 net

Formula C10 H22N 8*C14H16 O 6 S 2

Mol. weight 254,34*344,40 g/mol

BNN1160 8,11-bis(Boc)-1,8,11,18-tetraazaoktadecane

tert-butyl ethane-1,2-diylbis(6-aminohexylcarbamate)

CAS-No. 216504-14-2

Formula C 24H 50 N4O4

Mol. weight 458,68 g/mol

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HO N H N N H N OH O O O O O O O O
28
4O
Formula C
H 50 N
10 Mol. weight 602,73 g/mol
N (S) N N H H N O O O O O O OH O O O
N H H N H N H2N O
N H H N N3 H2N
N H H N N3 N3
N H2N N NH2 O O O O
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Diamines & Polyamines

HNN1100 H-TETA(Boc 2)-H

N2,N3 -bis-Boc-triethylene tetramine

CAS-No. 206531-21-7

Formula C16 H34N4O4 Mol. weight 346,47 g/mol

FNN1045 Fmoc-TETA(Boc 2)-Suc-OH

N1-Fmoc-N2,N3 -bis-Boc-triethylene-tetramine-N4-succinamic acid

CAS-No. 2389064-35-9

Formula C 35H48 N4O 9 Mol. weight 668,78 g/mol

BNN1310 Fmoc-TEPA(Boc 3)-Suc

3-[(2-{[(t-butoxy)carbonyl](2-{[(t-butoxy)carbonyl] (2-{[(t-butoxy)carbonyl][2-({[(9H-fluoren-9-yl)methoxy] carbonyl}amino)ethyl]amino}ethyl)amino}ethyl)amino} ethyl)carbamoyl]propanoic acid

CAS-No. 2304536-78-3

Formula C 42H 61N 5 O 11

Mol. weight 811,96 g/mol

BNN1300 TEPA(HBBBH)

t-butyl N,N-bis({2-[(2-aminoethyl)[(t-butoxy)carbonyl] amino]ethyl})carbamate

CAS-No. 556082-09-8

Formula

Procedure for the removal of Boc:

• Dissolve 3 mmol Boc protected spermine in 80 ml 1M HCl in MeOH.

• Stir the mixture at 25 °C for 6 h.

• The progress of the deprotection can be monitored by TLC (Toluene:EtOH:AcOH 40:10:1). After completion evaporate the solution under vacuum by rotavapor to dryness. Redissolve with ca. 50 ml methylene chloride and evaporate again to dryness.

• The remaining sticky, glassy oil should be immediately dissolved in the solvent for the next chemical transformation and used without keeping to next day.

In case this is not possible, the product can be stored under inert, dry atmosphere for some days at +4 °C in toluene, which is adjusted to pH 4 with a few drops of AcOH.

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N N H2N NH2 O O O O
N N N H O O H N OH O O O O O O
N H N N N N H O O O O O O O OH O O O
H2N N N N NH2 O O O O O O
C 23 H47N 5 O 6 Mol. weight
489,65 g/mol

3. Linear Diaminoalkanes

.

Hydrazines

BNN1009 Boc 3 -Hydrazine

Tris-(t-Butyloxycarbonyl)-hydrazine

CAS-No. 185456-26-2

BNN1039 Boc-HNNH-Z

1-(t-Butyloxycarbonyl)-2-benzyloxycarbonyl-hydrazine

CAS-No. 57699-88-4

Formula C13 H18 N2

weight 266,3 g/mol

BNN1006 Boc,Z-NNH-Boc

N,N‘-di-(t-Butyloxycarbonyl)-N-benzyloxycarbonyl-hydrazine

CAS-No. 202980-91-4

BNN1021 Boc-HNNH-PPh3 Br

1-(t-Butyloxycarbonyl)-2-triphenylphosphonium-hydrazine Bromide

CAS-No. 356534-53-7

Formula C 23 H26 BrN2O 2

weight 473,35 g/mol

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Product details
O N H N O O O O O
O 6 Mol.
Formula C15H28 N2
weight 332,4 g/mol
O N H H N O O O
O4 Mol.
O N H N O O O O O
26 N2O 6 Mol.
Formula C18 H
weight 366,42 g/mol
O N H H N P+ O Br-
Mol.
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Diamines & Polyamines

Ethylenediamines

BNN1018 Boc-EDA, liq.

N-t-Butyloxycarbonyl-ethylenediamine

CAS-No. 57260-73-8

Formula C 7H16 N

weight 160,2 g/mol

BNN1017 Boc-EDA*HCl

N-t-Butyloxycarbonyl-ethylenediamine hydrochloride

CAS-No. 79513-35-2

Formula C 7H16 N2O 2*HCl

weight 160,2*36,45 g/mol

BNN1005 Boc,Me-EDA

N-t-Butyloxycarbonyl-N-methyl-ethylenediamine

121492-06-6

174,2 g/mol

BNN1034 Boc,Me-EDA*HCl

N-t-Butyloxycarbonyl-N-methyl-1,2-ethylenediamine hydrochloride

CAS-No. 202207-78-1

Formula C 8 H18 N2O 2*HCl

weight 174,2*36,45 g/mol

BNN1057 Boc,Me-EDA-Me*HCl

N-t-Butyloxycarbonyl-N,N‘-dimethyl-1,2-ethylenediamine hydrochloride

CAS-No. 202207-84-9

Formula C9 H20 N2O 2*HCl

weight 188,2*36,45 g/mol

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Product details
N H NH2 O O
2O 2 Mol.
O N H NH2 O
Mol.
O N NH2 O Me
2O 2 Mol.
CAS-No.
Formula C 8 H18 N
weight
O N NH2 O Me
Mol.
O N H N Me O Me
Mol.

BNN1036 Boc-EDA-Et*HCl

N-t-Butyloxycarbonyl-N‘-ethyl-1,2-ethylenediamine hydrochloride

Formula C9 H20 N2O 2*HCl

Mol. weight 188,25*36,45 g/mol

BNN1003 Boc,Et-EDA*HCl

N-t-Butyloxycarbonyl-N-ethyl-ethylenediamine hydrochloride

Formula C9 H20 N2O 2*HCl

Mol. weight 188,25*36,45 g/mol

BNN1038 Boc,Pr-EDA

N-t-Butyloxycarbonyl-N-propyl-ethylenediamine

CAS-No. 105628-64-6

Formula C10 H22N2O 2

Mol. weight 202,1 g/mol

BNN1019 Boc-EDA-Bzl*HCl

N-t-Butyloxycarbonyl-N‘-benzyl-ethylenediamine hydrochloride

CAS-No. 126402-64-0

Formula C14H22N2O 2*HCl

Mol. weight 250,3*36,45 g/mol

BNN1037 Boc,Bzl-EDA*HCl

N-t-Butyloxycarbonyl-N-benzyl-ethylenediamine hydrochloride

CAS-No. 152193-00-5

Formula C14H22N2O 2*HCl

Mol. weight 250,3*36,5 g/mol

FNN1008 Fmoc-EDA*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-ethylenediamine hydrochloride

CAS-No. 391624-46-7

Formula C17H18 N2O 2*HCl

Mol. weight 318,8 g/mol

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O N H H N O Et
O N NH2 O Et
O N NH2 O
O N H H N O
O N NH2 O
O N H NH2 O
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Diamines & Polyamines

FNN1020 Fmoc-EDA-N3

1-[(9-Fluorenylmethyloxycarbonyl)amino]-2-azidoethane

CAS-No. 432507-62-5

Formula C17H16 N

weight 308,33 g/mol

NNN1000 Ns-EDA*HCl

N-Nosyl-1,2-ethylenediamine hydrochloride

CAS-No. 92504-03-5

Formula C 8 H11N3 O4 S*HCl

Mol. weight 245,26*36,45 g/mol

NNN1003 Ns-EDA-Boc

N-(2-Nitrobenzenesulfonyl)-N‘-(t-Butyloxycarbo

nyl)-1,2-diaminoethane

Formula C13 H19 N

weight 345,38 g/mol

ZNN1002 Z-EDA*HCl

N1-Benzyloxycarbonyl-ethylenediamine hydrochloride

CAS-No. 18807-71-1

Formula C10 H14N2O 2*HCl

Mol. weight 230,69 g/mol

ZNN1048 Z-EDA-EDA-Z

N,N“-Di-benzyloxycarbonyl-diethylenetriamine

weight 371,4 g/mol

Product details Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation 11
O N H N3 O
4O 2
Mol.
S N H NH2 O O NO2
-
S N H H N O O NO2 O O
O 6 S Mol.
3
O N H NH2 O
O N H H N O N H O O
O4 Mol.
Formula C 20 H25N3

Diaminopropanes

BNN1052 Boc-DAP

N-t-Butyloxycarbonyl-1,3-diaminopropane

CAS-No. 75178-96-0

Formula C 8 H18 N2

weight 174,24 g/mol

BNN1013 Boc-DAP*HCl

N-t-Butyloxycarbonyl-1,3-diaminopropane hydrochloride

CAS-No. 127346-48-9

Formula C 8 H18 N2O 2*HCl Mol. weight 174,24*36,45 g/mol

BNN1004 Boc,Me-DAP*HCl

N-t-Butyloxycarbonyl-N-methyl-1,3-diaminopropane hydrochloride

CAS-No. 1188263-67-3

Formula C9 H20 N2O 2*HCl Mol. weight 188,25*36,45

FNN1004 Fmoc-DAP*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,3-diaminopropane hydrochloride

CAS-No. 210767-37-6

2*HCl Mol. weight 296,36*36,45 g/mol

Formula C18 H20 N2

FNN1030 Fmoc-DAP-N3

1-[(9-Fluorenylmethyloxycarbonyl)amino]-3-azidopropane

CAS-No. 1021422-85-4

Formula C18 H18 N4O 2

weight 322,36 g/mol

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Product
details
O N H NH2 O
O 2 Mol.
O N H NH2 O
O N NH2 O Me
O N H NH2 O
O
O N H N O N+ N-
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Mol.
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Diamines & Polyamines

NNN1001 Ns-DAP*HCl

N-Nosyl-1,3-diaminopropane hydrochloride

CAS-No. 863983-46-4

Formula C9 H13 N3 O4 S*HCl

Mol. weight 259,29*36,45 g/mol

NNN1004 Ns-DAP-Boc

N-(2-Nitrobenzenesulfonyl)-N‘-(t-Butyloxycarbonyl)-1,3-diaminopropane

Formula C14H21N3 O 6 S

Mol. weight 359,4 g/mol

ZNN1000 Z-DAP*HCl

N1-Benzyloxycarbonyl-1,3-diaminopropane hydrochloride

CAS-No. 17400-34-9

Formula C11H16 N2O 2*HCl

Mol. weight 208,26*36,45 g/mol

Diaminobutanes Product details

BNN1012 Boc-DAB*HCl

N-t-Butyloxycarbonyl-1,4-diaminobutane hydrochloride

CAS-No. 33545-98-1

Formula C9 H20 N2O 2*HCl

Mol. weight 224,8 g/mol

BNN1070 Boc-DAB-Bzl*HCl

N1-t-Butyloxycarbonyl-N4-benzyl-1,4-diaminobutane hydrochloride

CAS-No. 90914-09-3 net

Formula C16 H26 N2O 2*HCl

Mol. weight 278,39*36,45 g/mol

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Product details
S N H NH2 O O NO2
S N H N H O O NO2 O O
O N H NH2 O
O N H NH2 O
O N H H N O

FNN1003 Fmoc-DAB*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,4-diaminobutane hydrochloride

CAS-No. 321660-77-9

Formula C19 H22N2O 2*HCl Mol. weight 346,9 g/mol

NNN1002 Ns-DAB*HCl

N-Nosyl-1,4-diaminobutane hydrochloride

CAS-No. 349553-74-8

Formula C10 H15N3 O4 S*HCl

Mol. weight 273,31*36,45 g/mol

NNN1005 Ns-DAB-Boc

N-Nosyl-N‘-Boc-1,4-diaminobutane

CAS-No. 211512-15-1

Formula C15H23 N3 O 6 S Mol. weight 373,43 g/mol

TNN1000 Trt-DAB*AcOH

1-(Tritylamino)-butyl-4-ammonium acetate

CAS-No. 1173021-69-6

Formula C 23 H26 N2*C 2H4O 2

Mol. weight 330,48*60,05 g/mol

ZNN1047 Z-DAB*HCl

N1-Benzyloxycarbonyl-1,4-diaminobutane hydrochloride

CAS-No. 18807-73-3

Formula C12H18 N2O 2*HCl

Mol. weight 258,74 g/mol

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O N H NH2 O
S N H NH2 O O NO2
S N H H N O O NO2 O O
N H NH2
O N H NH2 O
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Diamines & Polyamines

Diaminopentanes

ANN1010 Aloc-DAPe*HCl

N1-Allyloxycarbonyl-1,5-diaminopentane hydrochloride

CAS-No. 1049722-41-9

Formula C9 H18 N2O 2*HCl

Mol. weight 186,25*36,45 g/mol

BNN1014 Boc-DAPe*HCl

N-t-Butyloxycarbonyl-1,5-diaminopentane hydrochloride

CAS-No. 77835-31-5

Formula C10 H22N2O 2*HCl Mol. weight 202,29*36,45 g/mol

FNN1005 Fmoc-DAPe*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,5-diaminopentane hydrochloride

CAS-No. 177333-17-4

Formula C 20 H24N2O 2*HCl

Mol. weight 360,9 g/mol

NNN1007 Ns-DAPe*HCl

N-Nosyl-1,6-diaminopentane hydrochloride

CAS-No. 437718-20-2

Formula C11H17N3 O4 S*HCl Mol. weight 287,34*36,45 g/mol

ZNN1001 Z-DAPe*HCl

N1-Benzyloxycarbonyl-1,5-diaminopentane hydrochloride

CAS-No. 18807-74-4

Formula C13 H20 N2O 2*HCl

Mol. weight 272,77 g/mol

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Product details
O N H NH2 O
O N H NH2 O
O N H NH2 O
S N H NH2 O O NO2
O N H NH2 O

Diaminohexanes

BNN1170 Boc-Cystamine

2-(t-Butyloxycarbonylamino)ethyldithio-2‘-ethylamine

485800-26-8 Formula

BNN1063 Boc-Cystamine*HCl

2-(t-Butyloxycarbonylamino)ethyldithio-2‘-ethylamine hydrochloride

93790-49-9

weight 252,40*36,45 g/mol

FNN1009 Fmoc-HMD*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,6-hexamethylenediamine hydrochloride

CAS-No. 945923-91-1

2*HCl Mol. weight 374,9 g/mol

Formula C 21H26 N2

NNN1006 Ns-HMD*HCl

N-Nosyl-1,6-diaminohexane hydrochloride

CAS-No. 95915-82-5

Formula C12H19 N3

S*HCl Mol. weight 301,37*36,45 g/mol

HNN1090 N3 -Cystamine*HCl

Azido-cystamine hydrochloride

CAS-No. 1807512-40-8 net

Formula C 4H10 N4 S 2*HCl

Mol. weight 178,28*36,45 g/mol

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Product details
O H N S S NH2 O
C
20 N2O 2 S 2 Mol.
CAS-No.
9 H
weight 252,40 g/mol
O H N S S NH2 O
2O
S
Mol.
CAS-No.
Formula C9 H20 N
2
2*HCl
O N H NH2 O
O
S N H NH2 O O NO2
O
4
N+ N S S NH2 -N
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Diamines & Polyamines

PAA1170 Poc-Cystamine*HCl

Prop-2-yn-1-yl (2-((2-aminoethyl)disulfaneyl)ethyl)

CAS-No. 1266354-28-2 net

Formula C 8 H14N2O 2 S 2*HCl

Mol. weight 234,33*36,45 g/mol

TNN1003 Trt-HMD*AcOH

1-(Tritylamino)-hexyl-6-ammonium acetate

CAS-No. 325708-26-7

Formula C 25H30 N2*C 2H4O 2

Mol. weight 358,53*60,05 g/mol

Higher Diaminoalkyl Homologues

BNN1210 Boc-DAHep*HCl

N1-t-Butyloxycarbonyl-1,7-diaminoheptane hydrochloride

CAS-No. 62146-57-0

Formula C12H26 N2O 2*HCl

Mol. weight 230,35*36,45 g/mol

FNN1060 Fmoc-DAHep*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,7-diaminoheptane hydrochloride

CAS-No. 1824260-35-6

Formula C 22H28 N2O 2*HCl Mol. weight 352,47,36,45 g/mol

BNN1220 Boc-DAOc*HCl

N1-t-Butyloxycarbonyl-1,8-diaminooctane hydrochloride

CAS-No. 82408-99-9

Formula C13 H28 N2O 2*HCl

Mol. weight 244,37*36,45 g/mol

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Product details
H2N S S H N O O
carbamate
N H NH2
Product details
O N H O NH2
O N H O NH2
O N H O NH2

FNN1070 Fmoc-DAOc*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,8-diaminooctane hydrochloride

CAS-No. 1823482-89-8

Formula C 23 H30 N2O 2*HCl

Mol. weight 366,50*36,45 g/mol

ZNN1070 Z-DAOc*HCl

N1-t-Benzyloxycarbonyl-1,8-diaminooctane hydrochloride

CAS-No. 143116-42-1

Formula C16 H26 N2O 2*HCl

Mol. weight 278,39*36,45 g/mol

BNN1230 Boc-DANon*HCl

N1-t-Butyloxycarbonyl-1,9-diaminononane hydrochlo

CAS-No. 105612-18-8

Formula C14H30 N2O 2*HCl

Mol. weight 258,40*36,45 g/mol

FNN1080 Fmoc-DANon*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,9-diaminononane hydrochloride

CAS-No. 1822868-57-4

Formula C 24H32N2O 2*HCl

Mol. weight 380,52*36,45 g/mol

ZNN1080 Z-DANon*HCl

N1-t-Benzyloxycarbonyl-1,9-diaminononane hydrochloride

CAS-No. 1822866-41-0

Formula C17H28 N2O 2*HCl

Mol. weight 292,42*36,45 g/mol

BNN1240 Boc-DADec*HCl

N1-t-Butyloxycarbonyl-1,10-diaminodecane hydrochloride

CAS-No. 62146-58-1

Formula C15H32N2O 2*HCl

Mol. weight 272,43*36,45 g/mol

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Product details Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation 18
O N H O NH2
O N H O NH2
-
O N H O NH2
ride
O N H O NH2
O N H O NH2
O N H O NH2

Diamines & Polyamines

FNN1090 Fmoc-DADec*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,10-diaminodecane hydrochloride

CAS-No. 1823474-75-4

Formula C 25H34N2O 2*HCl

weight 394,55*36,45 g/mol

ZNN1090 Z-DADec*HCl

N1-t-Benzyloxycarbonyl-1,10-diaminodecane hydrochloride

CAS-No. 1051420-13-3

Formula C18 H30 N2O 2*HCl

weight 306,44*36,45 g/mol

BNN1250 Boc-DAUnd*HCl

N1-t-Butyloxycarbonyl-1,11-diaminoundecane

weight 286,45*36,45 g/mol

FNN1100 Fmoc-DAUnd*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,11-diaminoundecane hydrochloride

CAS-No. 1822870-53-0

Formula C 26 H36 N2O 2*HCl Mol. weight 408,58*36,45 g/mol

ZNN1100 Z-DAUnd*HCl

N1-t-Benzyloxycarbonyl-1,11-diaminoundecane hydrochloride

CAS-No. 1823473-61-5

Formula C19 H32N2O 2*HCl

Mol. weight 320,47*36,45 g/mol

BNN1260 Boc-DADod*HCl

N1-t-Butyloxycarbonyl-1,12-diaminododecane hydrochloride

CAS-No. 648441-48-9

Formula C17H36 N2O 2*HCl

Mol. weight 300,48*36,45 g/mol

Product details Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation 19
O N H O NH2
Mol.
O N H O NH2
Mol.
hydroch-
O N H O NH2
Mol.
loride
Formula C16 H34N2O 2*HCl
O N H O NH
O N H O NH2
O N H O NH2

FNN1110 Fmoc-DADod*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,12-diaminododecane hydrochloride

CAS-No. 1822787-41-6

Formula CC 27H38 N2O 2*HCl

Mol. weight 422,60*36,45 g/mol

ZNN1110 Z-DADod*HCl

N1-t-Benzyloxycarbonyl-1,12-diaminododecane hydrochloride

CAS-No. 1051420-16-6

Formula C 20 H34N2O 2*HCl

Mol. weight 334,50*36,45 g/mol

BNN1058 Boc-DSOA*HCl

1-(t-Butyloxycarbonyl-amino)-3,6-dithio-8-octaneamine hydrochloride

CAS-No. 1301739-93-4

Formula C11H24N2O 2 S 2*HCl

Mol. weight 280,45*36,45 g/mol

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O N H O NH2
O N H O NH2
O N H S S NH2 O
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Find more linkers and background on Linker Technology in our booklet Linkerology ®!

Diamines & Polyamines

. 4. PEG-based linear Diamines

BNN1016 Boc-DOOA

1-(t-Butyloxycarbonyl-amino)-3,6-dioxa-8-octaneamine, liq.

CAS-No. 153086-78-3

Formula C11H24N2

weight 248,32 g/mol

FNN1007 Fmoc-DOOA*HCl

1-(9-Fluorenylmethyloxycarbonyl-amino)-3,6-dioxa-8-octaneamine hydrochloride

CAS-No. 868599-73-9

Formula

370,45*36,45 g/mol

BNN1015 Boc-DODA

1-(t-Butyloxycarbonyl-amino)-4,9-dioxa-12-dodecanamine, liq.

CAS-No. 275823-77-3

Formula C15H32N

weight 304,43 g/mol

FNN1006 Fmoc-DODA*HCl

1-(9-Fluorenylmethyloxycarbonyl-amino)-4,9-dioxa-12-dodecanamine hydrochloride

CAS-No. 1274891-99-4

Formula

weight 426,56*36,45 g/mol

BNN1028 Boc-TOTA

1-(t-Butyloxycarbonyl-amino)-4,7,10-trioxa-13-tridecanamine,

CAS-No. 194920-62-2

Formula C15H32N2O

weight 320,43 g/mol

Product details

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21
O N H O O NH2 O
O4 Mol.
O N H O O NH2 O
O
Mol.
C 21H26 N2
4*HCl
weight
O N H O O O NH2
2O4 Mol.
O N H O O O NH2
O4*HCl Mol.
C 25H34N2
O N H O O O O NH2
liq.
Mol.
5

FNN1011 Fmoc-TOTA*HCl

1-(9-Fluorenylmethyloxycarbonyl-amino)-4,7,10-trioxa-13-tridecanamine hydrochloride

CAS-No. 868599-75-1

Formula C 25H34N2O 5*HCl

Mol. weight 442,56*36,45 g/mol

BNN1150 N3 -TOTA

1-Azido-4,7,10-trioxa-13-tridecanamine

CAS-No. 1162336-72-2

Formula C10 H22N4O 3

Mol. weight 246,31 g/mol . circle-arrow-right

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O N H O O O O NH2
NH2 O O O N N+ -N

Diamines & Polyamines

. 5. Cyclic Amines

FNN1050 Fmoc-Ppd

(9H-fluoren-9-yl)methyl 4-oxopiperidine-1-carboxylate

1-Fmoc-4-piperidone

CAS-No. 204376-55-6

Formula C 20 H19 NO 3 Mol. weight 321,37 g/mol

BNN1059 Boc-Pip(2-AM)*HCl

(R,S)-1-t-Butyloxycarbonyl-2-(aminomethyl)piperidine hydrochloride

CAS-No. 141774-61-0

Formula C11H22N2O 2*HCl Mol. weight 214,31*36,45 g/mol

BNN1000

(R)-1-t-Butyloxycarbonyl-3-aminopiperidine hydrochloride

CAS-No. 188111-79-7net

Formula C10 H20 N2O 2*HCl Mol. weight 200,28*36,45 g/mol

BNN1025

1-t-Butyloxycarbonyl-4-(aminomethyl)-piperidine

CAS-No. 359629-16-6

Formula C11H22N2O 2*HCl Mol. weight 214,31*36,45 g/mol

BNN1032

1-Butyloxycarbonyl-4-amino-piperidine hydrochloride

CAS-No. 87120-72-7 net

Formula C10 H20 N2O 2*HCl Mol. weight 200,28*36,45 g/mol

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Product details
N O O O
N O O NH2
(R)-Boc-Pip(3-NH2)*HCl
N (R) O O NH2
Boc-Pip(4-AM)*HCl
hydrochloride N O O NH2
Boc-Pip(4-NH2)*HCl
N O O NH2

BNN1023 Boc-Paz

N-(t-Butyloxycarbonyl)-piperazine

CAS-No. 57260-71-6

Formula C9 H18 N2O 2

Mol. weight 186,3 g/mol

BNN1024 Boc-Paz*HCl

N-(t-Butyloxycarbonyl)-piperazine hydrochloride

Formula C9 H18 N2O 2*HCl

Mol. weight 186,3*36,45 g/mol

BNN1033 Boc-Paz-NH2

1-t-Butyloxycarbonyl-4-amino-piperazine

CAS-No. 118753-66-5

Formula C9 H19 N3 O 2

Mol. weight 201,27 g/mol

FNN1010 Fmoc-Paz*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-piperazine hydrochloride

CAS-No. 215190-22-0

Formula C19 H20 N2O 2*HCl

Mol. weight 344,8 g/mol

BNN1022 Boc-HoPaz*HCl

N-(t-Butyloxycarbonyl)-homopiperazine hydrochloride

CAS-No. 112275-50-0

Formula C10 H20 N2O 2*HCl

Mol. weight 200,28*36,45 g/mol

FNN1120 Fmoc-homoPiz*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-homopiperazine hydrochloride

CAS-No. 1823285-30-8

Formula C 20 H22N2O 2*HCl

Mol. weight 322,40*36,45 g/mol

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NNH O O
NNH O O
NN O O NH2
NNH O O
N O O NH
N O O NH
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Diamines & Polyamines

BNN1290 Boc(2)-Oxadiazepane*HCl

2-t-Butyloxycarbonyl-1,2,5-oxadiazepane hydrochloride

CAS-No. 1350362-73-0

Formula C9 H18 N2O 3*HCl

Mol. weight 202,25*36,45 g/mol

BNN1280 Boc(1)-Triazepane

1-t-Butyloxycarbonyl-1,2,5-triazepane

CAS-No. 1138150-46-5

Formula C9 H19 N3 O 2

Mol. weight 201,27 g/mol

BNN1270 Di-Boc(1,2)-Triazepane*HCl

1,2-Di-t-butyloxycarbonyl-1,2,5-triazepane hydrochloride

Formula C14H27N3 O4*HCl

Mol. weight 301,38*36,45 g/mol

BNN1008 Boc-1,4-trans-DACH*HCl

N-t-Butyloxycarbonyl-1,4-trans-diaminocyclohexane hydrochloride

CAS-No. 946002-43-3

Formula C11H22N2O 2*HCl

Mol. weight 214,31*36,45 g/mol

FNN1002 Fmoc-1,4-trans-DACH*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,4-trans-diaminocyclohexane hydrochloride

CAS-No. 672310-17-7

Formula C 21H24N2O 2*HCl

Mol. weight 372,9 g/mol

BNN1007 Boc-1,3-cis-DAMCH*HCl

N-t-Butyloxycarbonyl-1,3-cis-diaminomethyl-cyclohexane hydrochloride

Formula C13 H26 N2O 2*HCl

Mol. weight 242,36*36,45 g/mol

Product details Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation 25
N O O O NH
N O O HN NH
N O O N NH O O
HN NH2 O O
HN NH2 O O
(S) (R) NH2 HN O O (R) (S) NH2 HN O O

FNN1001 Fmoc-1,3-cis-DAMCH*HCl

N1-(9-Fluorenylmethyloxycarbonyl)-1,3-cis-diaminomethyl-cyclohexane hydrochloride

Formula C 23 H28 N2O 2*HCl

Mol. weight 364,49*36,45 g/mol

BNN1043 Boc-1,4-cis-DAMCH*HCl

N-t-Butyloxycarbonyl-1,4-cis-diaminomethyl-cyclohexane hydrochloride NH2

CAS-No. 203306-83-6 net

Formula C13 H26 N2O 2*HCl

Mol. weight 242,36*36,45 g/mol

BNN1075 Boc-1,4-trans-DAMCH

N-t-Butyloxycarbonyl-1,4-trans-diaminomethyl-cyclo

hexane (oil)

CAS-No. 166168-16-7

Formula C13 H26 N2O 2

Mol. weight 242,36 g/mol

BNN1035 Boc-1,4-trans-DAMCH*HCl

N-t-Butyloxycarbonyl-1,4-trans-diaminomethyl-cyclohexane hydrochloride

CAS-No. 256649-59-9

Formula C13 H26 N2O 2*HCl

Mol. weight 242,36*36,45 g/mol

BNN1180 Boc 3 -Cyclen

1,4,7-tri-(t-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

CAS-No. 175854-39-4

Formula C 23 H44N4O 6

Mol. weight 472,62 g/mol

BNN1190 Boc 3 -Cyclen-COOH

2-(4,7,10-tris(t-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid

CAS-No. 247193-74-4

Formula C 25H46 N4O 8 Mol. weight 530,65 g/mol

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(S) (R) NH2 HN O O (R) (S) NH2 HN O O
NH O O
-
NH2 NH O O
NH2 NH O O
N N N NH O O O O O O
N N N N O O O O O O O HO
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Diamines & Polyamines Code of Conduct

As business activity of Iris Biotech GmbH impacts people’s lives and health, it must be operated in ethical and correct manner and act with integrity and responsibility. To ensure high ethical standards and fair business practices, Iris Biotech GmbH applies an integrated policy known as its Code of Conduct.

In 2001 Iris Biotech GmbH was founded just at the beginning of the Biotech movement and the first remarkable breakthrough of biotech pharma products. Although the biotech field is rather young compared to other industries we believe on long-term business, a good partnership between our business partners and Iris Biotech GmbH and a good reputation. It is our duty as well as our responsibility to maintain and to extend this over the next generations – based on the principles of an honourable and prudent tradesman which based upon the concept of honourable entrepreneurship.

This Code of Conduct has been developed following the “Voluntary Guidelines for Manufacturers of Fine Chemical Intermediates and Active Ingredients” issued by AIME (Agrochemical & Intermediates Manufacturers in Europe) and the requirements of some of our business associates.

Iris Biotech GmbH commits to hold this Code of Conduct and to include and apply its principles in the management system and the company policies.

Ethics

Iris Biotech GmbH undertakes business in an ethical manner and acts with integrity. All corruption, extortion and embezzlement are prohibited. We do not pay or accept bribes or participate in other illegal inducements in business or government relationships. We conduct our business in compliance with all applicable anti-trust laws. Employees are encouraged to report concerns or illegal activities in the workplace, without threat of reprisal, intimidation or harassment.

Labour

Iris Biotech GmbH is committed to uphold the human rights of workers and to treat them with dignity and respect. Child labour, workplace harassment, discrimination, and harsh and inhumane treatment are prohibited. Iris Biotech GmbH respects the rights of the employees to associate freely, join or not join labour unions, seek representation and join workers’ councils. Employees are paid and their working timetable is established according to applicable wage and labour laws. Employees are able to communicate openly with management regarding working conditions without threat of reprisal, intimidation or harassment.

General Policies

Contracts and Secrecy Agreements are binding and the confidential information received is only used for intended purposes. Clear management and organizational structures exist to provide efficient normal working and to address problems quickly. Know-how is protected and intellectual property isrespected.

27 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation

Health and Safety

Iris Biotech GmbH provides a safe and healthy working environment to the employees and protects them from overexposure to chemical and physical hazards. Products are produced, stored and shipped under the guidelines of the relevant chemical and safety legislation. Risks and emergency scenarios are identified and evaluated, and their possible impact is minimized by implementing emergency plans and written procedures. Safety information regarding hazardous materials is available to educate, train and protect workers from hazards. Preventive equipment and facilities maintenance is performed at suitable periods to reduce potential hazards. Employees are regularly trained in health and safety matters and are informed about product properties and risk classification when it is required.

Environment

Iris Biotech GmbH operates in an environmentally responsible and efficient manner, minimizing adverse impacts on the environment. Waste streams are managed to ensure a safe handling, movement, storage, recycling and reuse, before and after being generated. Systems to prevent and mitigate accidental spills and releases to the environment are in place. All required environmental permits and licenses are obtained and their operational and reporting requirements are complied with.

Production and Quality Management

A quality management system following the Good Distribution Practices (GDP rules) of Active Pharmaceutical Ingredients is established covering all the aspects of the worldwide distribution of products. Regular audits are performed to evaluate the efficiency and fulfilling of the quality system. Process controls to provide reproducible product quality are established. There are preventive maintenance procedures to ensure plant reliability and the lowest risk of failure. Staff is trained periodically about GMP and GDP rules. Procedures are established and installations are designed to avoid cross contamination. Batch and analytical records are kept for inspection and audit purposes for suitable periods according guidelines.

Research and Development

Research and development staff education is appropriate to their functional activity and they are trained to develop, optimize and scale-up the processes. Intellectual property is respected and knowhow protected. Development of manufacturing processes reflects the principles of the Green Chemistry according to the American Chemical Society Green Chemistry Institute. Animal testing is not used unless alternatives are not scientifically valid or accepted by regulators. If animal testing is carried out, animals are treated so that pain and stress are minimized.

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28 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation

Diamines & Polyamines

Terms and Conditions of Sales

All orders placed by a buyer are accepted and all contracts are made subject to the terms which shall prevail and be effective notwithstanding any variations or additions contained in any order or other document submitted by the buyer. No modification of these terms shall be binding upon Iris Biotech GmbH unless made in writing by an authorised representative of Iris Biotech GmbH.

Placing of Orders

Every order made by the buyer shall be deemed an offer by the buyer to purchase products from Iris Biotech GmbH and will not be binding on Iris Biotech GmbH until a duly authorised representative of Iris Biotech GmbH has accepted the offer made by the buyer. Iris Biotech GmbH may accept orders from commercial, educational or government organisations, but not from private individuals and Iris Biotech GmbH reserves the right to insist on a written order and/or references from the buyer before proceeding.

There is no minimum order value. At the time of acceptance of an order Iris Biotech GmbH will either arrange prompt despatch from stock or the manufacture/acquisition of material to satisfy the order. In the event of the latter Iris Biotech GmbH will indicate an estimated delivery date. In addition to all its other rights Iris Biotech GmbH reserves the right to refuse the subsequent cancellation of the order if Iris Biotech GmbH expects to deliver theproduct on or prior to the estimated delivery date. Time shall not be of the essence in respect of delivery of the products. If Iris Biotech GmbH is unable to deliver any products by reason of any circumstances beyond its reasonable control („Force Majeure“) then the period for delivery shall be extended by the time lost due to such Force Majeure. Details of Force Majeure will be forwarded by Iris Biotech GmbH to the buyer as soon as reasonably practicable.

Prices, Quotations and Payments

Prices are subject to change. For the avoidance of doubt, the price advised by Iris Biotech GmbH at the time of the buyer placing the order shall supersede any previous price indications. The buyer must contact the local office of Iris Biotech GmbH before ordering if further information is required. Unless otherwise agreed by the buyer and Iris Biotech GmbH, the price shall be for delivery ex-works. In the event that the buyer requires delivery of the products otherwise than ex-works the buyer should contact the local office of Iris Biotech GmbH in order to detail its requirements. Iris Biotech GmbH shall, at its discretion, arrange the buyer‘s delivery requirements including, without limitation, transit insurance, the mode of transit (Iris Biotech GmbH reserves the right to vary the mode of transit if any regulations or other relevant considerations so require) and any special packaging requirements (including cylinders). For the avoidance of doubt all costs of delivery and packaging in accordance with the buyer‘s requests over and above that of delivery in standard packaging ex-works shall be for the buyer‘s account unless otherwise agreed by both parties. Incoterms 2020 shall apply. Any tax, duty or charge imposed by governmental authority or otherwise and any other applicable taxes, duties or charges shall be for the buyer‘s account. Iris Biotech GmbH may, on request and where possible, provide quotations for multiple packs or bulk quantities, and non-listed items. Irrespective of the type of request or means of response all quotations must be accepted by the buyer without condition and in writing before an order will be accepted by Iris Biotech GmbH. Unless agreed in writing on different terms, quotations are valid for 30 days from the date thereof. Payment terms are net 30 days from invoice date unless otherwise agreed in writing. Iris Biotech GmbH reserves the right to request advance payment at its discretion. For overseas transactions the buyer shall pay all the banking charges of Iris Biotech GmbH. The buyer shall not be entitled to withhold or set-off payment for the products for any reason whatsoever. Government/

29 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation

Corporate Visa and MasterCard (and other such credit cards) may be accepted on approved accounts for payment of the products. Personal credit cards are not acceptable. Failure to comply with the terms of payment of Iris Biotech GmbH shall constitute default without reminder. In these circumstances Iris Biotech GmbH may (without prejudice to any other of its rights under these terms) charge interest to accrue on a daily basis at the rate of 2% per month from the date upon which payment falls due to the actual date of payment (such interest shall be paid monthly). If the buyer shall fail to fulfil the payment terms in respect of any invoice of Iris Biotech GmbH Iris Biotech GmbH may demand payment of all outstanding balances from the buyer whether due or not and/or cancel all outstanding orders and/or decline to make further deliveries or provision of services except upon receipt of cash or satisfactory securities. Until payment by the buyer in full of the price and any other monies due to Iris Biotech GmbH in respect of all other products or services supplied or agreed to be supplied by Iris Biotech GmbH to the buyer (including but without limitation any costs of delivery) the property in the products shall remain vested in Iris Biotech GmbH.

Shipping, Packaging and Returns

The buyer shall inspect goods immediately on receipt and inform Iris Biotech GmbH of any shortage or damage within five days. Quality problems must be notified within ten days of receipt. Goods must not be returned without prior written authorisation of Iris Biotech GmbH. Iris Biotech GmbH shall at its sole discretion replace the defective products (or parts thereof) free of charge or refund the price (or proportionate price) to buyer. Opened or damaged containers cannot be returned by the buyer without the written prior agreement of Iris Biotech GmbH. In the case of agreed damaged containers which cannot be so returned, the buyer assumes responsibility for the safe disposal of such containers in accordance with all applicable laws.

Product Quality, Specifications and Technical Information

Products are analysed in the Quality Control laboratories of Iris Biotech GmbH’s production partners by methods and procedures which Iris Biotech GmbH considers appropriate. In the event of any dispute concerning reported discrepancies arising from the buyer’s analytical results, determined by the buyer’s own analytical procedures, Iris Biotech GmbH reserves the right to rely on the results of own analytical methods of Iris Biotech GmbH. Certificates of Analysis or Certificates of Conformity are available at the discretion of Iris Biotech GmbH for bulk orders but not normally for prepack orders. Iris Biotech GmbH reserves the right to make a charge for such certification. Specifications may change and reasonable variation from any value listed should not form the basis of a dispute. Any supply by Iris Biotech GmbH of bespoke or custom product for a buyer shall be to a specification agreed by both parties in writing. Technical information, provided orally, in writing, or by electronic means by or on behalf of Iris Biotech GmbH, including any descriptions, references, illustrations or diagrams in any catalogue or brochure, is provided for guidance purposes only and is subject to change.

Safety

All chemicals should be handled only by competent, suitably trained persons, familiar with laboratory procedures and potential chemical hazards. The burden of safe use of the products of Iris Biotech GmbH vests in the buyer. The buyer assumes all responsibility for warning his employees, and any persons who might reasonably be expected to come into contact with the products, of all risks to person and property in any way connected with the products and for instructing them in their safe handling and use. The buyer also assumes the responsibility for the safe disposal of all products in accordance with all applicable laws.

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30 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation

Diamines & Polyamines

Uses, Warranties and Liabilities

All products of Iris Biotech GmbH are intended for laboratory research purposes and unless otherwise stated on product labels, in the catalogue and product information sheet of Iris Biotech GmbH or in other literature furnished to the buyer, are not to be used for any other purposes, including but not limited to use as or as components in drugs for human or animal use, medical devices, cosmetics, food additives, household chemicals, agricultural or horticultural products or pesticides. Iris Biotech GmbH offers no warranty regarding the fitness of any product for a particular purpose and shall not be responsible for any loss or damage whatsoever arising there from. No warranty or representation is given by Iris Biotech GmbH that the products do not infringe any letters patent, trademarks, registered designs or other industrial rights. The buyer further warrants to Iris Biotech GmbH that any use of the products in the United States of America shall not result in the products becoming adulterated or misbranded within the meaning of the Federal Food, Drug and Cosmetic Act (or such equivalent legislation in force in the buyer‘s jurisdiction) and shall not be materials which may not, under sections 404, 505 or 512 of the Act, be introduced into interstate commerce. The buyer acknowledges that, since the products of Iris Biotech GmbH are intended for research purposes, they may not be on the Toxic Substances Control Act 1976 („TSCA“) inventory. The buyer warrants that it shall ensure that the products are approved for use under the TSCA (or such other equivalent legislation in force in the buyer‘s jurisdiction), if applicable. The buyer shall be responsible for complying with any legislation or regulations governing the use of the products and their importation into the country of destination (for the avoidance of doubt to include, without limitation, the TSCA and all its amendments, all EINECS, ELINCS and NONS regulations). If any licence or consent of any government or other authority shall be required for the acquisition, carriage or use of the products by the buyer the buyer shall obtain the same at its own expense and if necessary produce evidence of the same to Iris Biotech GmbH on demand. Failure to do so shall not entitle the buyer to withhold or delay payment. Any additional expenses or charges incurred by Iris Biotech GmbH resulting from such failure shall be for the buyer‘s account. Save for death or personal injury caused by negligence of Iris Biotech GmbH, sole obligation of Iris Biotech GmbH and buyer‘s exclusive remedy with respect to the products proved to the satisfaction of Iris Biotech GmbH to be defective or products incorrectly supplied shall be to accept the return of said products to Iris Biotech GmbH for refund of the actual purchase price paid by the buyer (or proportionate part thereof), or replacement of the defective product (or part thereof) with alternative product. Iris Biotech GmbH shall have no liability to the buyer under or arising directly or indirectly out of or otherwise in connection with the supply of products by Iris Biotech GmbH to the buyer and/or their re-sale or use by the buyer or for any product, process or services of the buyer which in any way comprises the product in contract tort (including negligence or breach of statutory duty) or otherwise for pure economic loss, loss of profit, business, reputation, depletion of brand, contracts, revenues or anticipated savings or for any special indirect or consequential damage or loss of any nature except as may otherwise be expressly provided for in these terms. All implied warranties, terms and representations in respect of the products (whether implied by statute or otherwise) are excluded to the fullest extent permitted by law. The buyer shall indemnify Iris Biotech GmbH for and against any and all losses, damages and expenses, including legal fees and other costs of defending any action, that Iris Biotech GmbH may sustain or incur as a result of any act or omission by the buyer, its officers, agents or employees, its successors or assignees, its customers or all other third parties, whether direct or indirect, in connection with the use of any product. For the avoidance of doubt and in the event that Iris Biotech GmbH supplies bespoke or custom product to the buyer‘s design or specification, this indemnity shall extend to include any claim by a third party that the manufacture of the product for the buyer or the use of the product by the buyer infringes the intellectual property rights of any third party.

31 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation

General

Iris Biotech GmbH shall be entitled to assign or sub-contract all or any of its rights and obligations hereunder. The buyer shall not be entitled to assign, transfer, sub-contract or otherwise delegate any of its rights or obligations hereunder. Any delay or forbearance by Iris Biotech GmbH in exercising any right or remedy under these terms shall not constitute a waiver of such right or remedy. If any provision of these terms is held by any competent authority to be invalid or unenforceable in whole or in part the validity of the other provisions of these terms and the remainder of the provision in question shall not be affected. These terms shall be governed by German Law and the German Courts shall have exclusive jurisdiction for the hearing of any dispute between the parties save in relation to enforcement where the jurisdiction of the German Courts shall be non-exclusive.

Notes

32 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation
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Diamines & Polyamines Index

33 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation
Product code Product name Page FNN1009 Fmoc-HMD*HCl 16 BNN1003 Boc,Et-EDA*HCl 10 FNN1002 Fmoc-1,4-trans-DACH*HCl 25 BNN1019 Boc-EDA-Bzl*HCl 10 FNN1008 Fmoc-EDA*HCl 10 BNN1008 Boc-1,4-trans-DACH*HCl 25 ZNN1000 Z-DAP*HCl 13 BNN1009 Boc3-Hydrazine 8 BNN1016 Boc-DOOA 21 BNN1028 Boc-TOTA 21 BNN1034 Boc,Me-EDA*HCl 9 FNN1007 Fmoc-DOOA*HCl 21 BNN1032 Boc-Pip(4-NH2)*HCl 23 BNN1024 Boc-Paz*HCl 24 BNN1035 Boc-1,4-trans-DAMCH*HCl 26 BNN1022 Boc-HoPaz*HCl 24 FNN1006 Fmoc-DODA*HCl 21 BNN1025 Boc-Pip(4-AM)*HCl 23 BNN1043 Boc-1,4-cis-DAMCH*HCl 26 FNN1001 Fmoc-1,3-cis-DAMCH*HCl 26 BNN1013 Boc-DAP*HCl 12 BNN1017 Boc-EDA*HCl 9 FNN1003 Fmoc-DAB*HCl 14 FNN1011 Fmoc-TOTA*HCl 22 BNN1039 Boc-HNNH-Z 8 FNN1004 Fmoc-DAP*HCl 12 BNN1015 Boc-DODA 21 TNN1000 Trt-DAB*AcOH 14 ZNN1048 Z-EDA-EDA-Z 11 BNN1004 Boc,Me-DAP*HCl 12 BNN1006 Boc,Z-NNH-Boc 8 BNN1007 Boc-1,3-cis-DAMCH*HCl 25 BNN1012 Boc-DAB*HCl 13 BNN1014 Boc-DAPe*HCl 15 BNN1021 Boc-HNNH-PPh3 Br 8 BNN1033 Boc-Paz-NH2 24 BNN1052 Boc-DAP 12 BNN1057 Boc,Me-EDA-Me*HCl 9 BNN1058 Boc-DSOA*HCl 20 Product code Product name Page BNN1059 Boc-Pip(2-AM)*HCl 23 FNN1005 Fmoc-DAPe*HCl 15 FNN1010 Fmoc-Paz*HCl 24 NNN1000 Ns-EDA*HCl 11 NNN1001 Ns-DAP*HCl 13 NNN1002 Ns-DAB*HCl 14 NNN1003 Ns-EDA-Boc 11 NNN1004 Ns-DAP-Boc 13 NNN1005 Ns-DAB-Boc 14 NNN1006 Ns-HMD*HCl 16 NNN1007 Ns-DAPe*HCl 15 SNN1040 Spermine(HBBB) 5 SNN1080 Spermine(HBBH) 5 SNN1130 Spermine(HHHStea)*3HCl 6 SNN1140 Spermine(FBBSuc-OH) 5 TNN1003 Trt-HMD*AcOH 17 ZNN1001 Z-DAPe*HCl 15 ZNN1002 Z-EDA*HCl 11 ZNN1047 Z-DAB*HCl 14 BNN1063 Boc-Cystamine*HCl 16 BNN1018 Boc-EDA, liq. 9 BNN1023 Boc-Paz 24 BNN1005 Boc,Me-EDA 9 BNN1070 Boc-DAB-Bzl*HCl 13 BNN1075 Boc-1,4-trans-DAMCH 26 SNN1170 Spermine(HHHN3)*3HCl 6 BNN1150 N3-TOTA 22 SNN1200 Spermine(BHHB) 5 BNN1080 1,4-Bis-Boc-1,4,7-triazaheptane 4 BNN1090 1,7-Bis-Boc-1,4,7-triazaheptane 4 BNN1100 1,5-Bis-Boc-1,5,9-triazanonane 4 BNN1110 1,9-Bis-Boc-1,5,9-triazanonane 4 BNN1120 1,5-Bis-Boc-1,5,10-triazadecane 4 BNN1130 1,6-Bis-Boc-1,6,10-triazadecane 4 BNN1000 (R)-Boc-Pip(3-NH2)*HCl 23 BNN1038 Boc,Pr-EDA 10 BNN1037 Boc,Bzl-EDA*HCl 10 BNN1160 8,11-bis(Boc)-1,8,11,18-tetraazaoktadecane 6 FNN1020 Fmoc-EDA-N3 11
34 Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation Product code Product name Page BNN1170 Boc-Cystamine 16 FNN1030 Fmoc-DAP-N3 12 SNN1210 Spermine(N3HHN3)*2TsOH 6 FNN1040 Fmoc-DETA(Boc)-Suc-OH 5 HNN1090 N3-Cystamine*HCl 16 HNN1100 H-TETA(Boc2)-H 7 FNN1045 Fmoc-TETA(Boc2)-Suc-OH 7 FNN1050 Fmoc-Ppd 23 BNN1180 Boc3-Cyclen 26 BNN1190 Boc3-Cyclen-COOH 26 FNN1120 Fmoc-homoPiz*HCl 24 BNN1290 Boc(2)-Oxadiazepane*HCl 25 BNN1280 Boc(1)-Triazepane 25 BNN1270 Di-Boc(1,2)-Triazepane*HCl 25 ANN1010 Aloc-DAPe*HCl 15 BNN1210 Boc-DAHep*HCl 17 FNN1060 Fmoc-DAHep*HCl 17 BNN1220 Boc-DAOc*HCl 17 FNN1070 Fmoc-DAOc*HCl 18 ZNN1070 Z-DAOc*HCl 18 BNN1230 Boc-DANon*HCl 18 FNN1080 Fmoc-DANon*HCl 18 ZNN1080 Z-DANon*HCl 18 BNN1240 Boc-DADec*HCl 18 FNN1090 Fmoc-DADec*HCl 19 ZNN1090 Z-DADec*HCl 19 BNN1250 Boc-DAUnd*HCl 19 FNN1100 Fmoc-DAUnd*HCl 19 ZNN1100 Z-DAUnd*HCl 19 BNN1260 Boc-DADod*HCl 19 FNN1110 Fmoc-DADod*HCl 20 ZNN1110 Z-DADod*HCl 20 BNN1300 TEPA(HBBBH) 7 BNN1310 Fmoc-TEPA(Boc3)-Suc 7 BNN1036 Boc-EDA-Et*HCl 10 SNN1190 Spermine(BBBB-CO2H) (S) 6 SNN1220 Spermine(BBBSuc) 5 PAA1170 Poc-Cystamine*HCl 17 SNN1240 Spermine(SucBBSuc) 6 Product code Product name Page BNN1330 DETA(HBH)*2HCl 3 BNN1340 DPTA(BHB)*HCl 3 BNN1350 DETA(BHH*2HCl) 3 back to content arrow-up

Get in Contact

Iris Biotech GmbH

Adalbert-Zoellner-Str. 1 95615 Marktredwitz Germany

Distribution Partners

+49 (0) 9231 97121-0

+49 (0) 9231 97121-99 info@iris-biotech.de www.iris-biotech.de

The list contains the current distributors of Iris Biotech in different regions of the world. The latest list of distribution partners and contact details is available at: www.iris-biotech.de/distribution-partner

China:

Chengdu Yoo Technology Co., Ltd.

Japan:

BizCom Japan, Inc.

Shigematsu & Co., Ltd

Cosmo Bio Co., Ltd.

USA & Canada: Peptide Solutions LLC

India, Bangladesh, Oman, Sri Lanka, United Arab Emirates: Sumit Biosciences Pvt Ltd.

Singapore, Thailand, Malaysia, Indonesia, Vietnam, Philippines, Brunei, Burma (Myanmar), Laos, Cambodia, Timor-Leste:

SciClix Pte. Ltd.

Iris Biotech GmbH • Email: info@iris-biotech.de • www.iris-biotech.de • Empowering Peptide Innovation 36

Empowering Peptide Innovation

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