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C121509

Sigma-Aldrich

Cystamine dihydrochloride

96%

Synonym(s):

2,2′-Diaminodiethyl disulfide dihydrochloride, 2,2′-Dithiobis(ethylamine) dihydrochloride, Decarboxycystine dihydrochloride

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About This Item

Linear Formula:
NH2CH2CH2SSCH2CH2NH2 · 2HCl
CAS Number:
56-17-7
Molecular Weight:
225.20
Beilstein:
3616850
EC Number:
200-260-7
MDL number:
MFCD00012905
UNSPSC Code:
12352100
PubChem Substance ID:
24892384
NACRES:
NA.22

Quality Level

200

Assay

96%

form

powder

mp

217-220 °C (dec.) (lit.)

SMILES string

Cl[H].Cl[H].NCCSSCCN

InChI

1S/C4H12N2S2.2ClH/c5-1-3-7-8-4-2-6;;/h1-6H2;2*1H

InChI key

YUFRRMZSSPQMOS-UHFFFAOYSA-N

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Application

Cystamine dihydrochloride can be utilized as a building block in the synthesis of disulfide cross-linked oligodeoxyribonucleotides and psammaplin A . It can be also used to functionalize PGMA (poly(glycidyl methacrylate) microsphere) by introducing sulfhydryl groups for the further fabrication of silver nanoparticles (AgNPs).
Heparin antagonist and sulfhydryl modifying reagent

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Description
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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6686
BCCC0034
BCBW5169
BCBQ0039V
BCBQ0040V

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In situ synthesis of monodisperse silver nanoparticles on sulfhydryl-functionalized poly (glycidyl methacrylate) microspheres for catalytic reduction of 4-nitrophenol
Zhang W, et al.
Industrial & Engineering Chemistry Research, 54(25), 6480-6488 (2015)
Synthesis and characterization of disulfide cross-linked oligonucleotides
Ferentz A E, et al.
Journal of the American Chemical Society, 115(20), 9006-9014 (1993)
Qianjiao Yang et al.
Molecules (Basel, Switzerland), 15(12), 8784-8795 (2010-12-04)
Psammaplin F, an unsymmetrical disulfide bromotyrosine, was isolated from the sponge Pseudoceratina purpurea in 2003. We reported here the first total synthesis of psammaplin F in 12% overall yield by employing Cleland's reagent reduction as key step. The longest linear
Nan-Fu Chiu et al.
Nanoscale research letters, 13(1), 152-152 (2018-05-17)
In this study, we propose a modified gold nanoparticle-graphene oxide sheet (AuNP-GO) nanocomposite to detect two different interactions between proteins and hybrid nanocomposites for use in biomedical applications. GO sheets have high bioaffinity, which facilitates the attachment of biomolecules to
Zhongshan Liu et al.
Journal of chromatography. A, 1342, 70-77 (2014-04-15)
A polyhedral oligomeric silsesquioxane (POSS) hybrid monolith was simply prepared by using octaglycidyldimethylsilyl POSS (POSS-epoxy) and cystamine dihydrochloride as monomers via ring-opening polymerization. The effects of composition of prepolymerization solution and polycondensation temperature on the morphology and permeability of monolithic
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Articles

Papain

Papain is a cysteine protease of the peptidase C1 family. Papain consists of a single polypeptide chain with three disulfide bridges and a sulfhydryl group necessary for activity of the enzyme.

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