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C8707

Sigma-Aldrich

Cystamine dihydrochloride

BioXtra

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:
12352200
PubChem Substance ID:
24893096
NACRES:
NA.25

product line

BioXtra

Assay

≥98% (TLC)

form

powder

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

mp

217-220 °C (dec.) (lit.)

solubility

H2O: 0.1 M, clear, colorless to light yellow

anion traces

sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.02%
Cu: ≤0.0005%
Fe: ≤0.001%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

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 is a useful reagent to derivatize various polymer monoliths for hydrophilic interaction liquid chromatography; as a crosslinking agent in the development of polymer hydrogels; and as a functional group in nanoparticles developed for siRNA and DNA delivery.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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

Certificates of Analysis (COA)

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Liang Gao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(11), 3185-3192 (2012-02-22)
Autofluorescent microcapsules were assembled by covalent cross-linking of polysaccharide alginate dialdehyde (ADA) derivative and cystamine dihydrochloride (CM) through a layer-by-layer (LBL) technique. The formulated Schiff base and disulfide bonds render capsules with pH- and redox-responsive properties for pinpointed intracellular delivery
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
Rosana A S Fonseca et al.
Sensors (Basel, Switzerland), 11(11), 10785-10797 (2012-02-22)
A piezoelectric immunosensor based on gold nanoparticles (AuNPs) co-immobilized on a dithiol-modified surface is proposed for detection of human cardiac troponin T (TnT). Anti-human troponin T (anti-TnT) antibodies were covalently immobilized on the nanostructured electrode surface by thiol-aldehyde linkages. In
Yongqin Lv et al.
Analytical chemistry, 84(20), 8457-8460 (2012-09-25)
A novel approach to porous polymer monoliths hypercrosslinked to obtain large surface areas and modified with zwitterionic functionalities through the attachment of gold nanoparticles in a layered architecture has been developed. The capillary columns were used for the separation of
Yasue Ishii-Osai et al.
Journal of dermatological science, 67(1), 51-60 (2012-05-25)
N-propionyl-4-S-cysteaminylphenol (NPr-4-S-CAP) is selectively incorporated into melanoma cells and degrades them. However, it remains unclear whether NPr-4-S-CAP can induce cell death associated with the induction of host immune responses and tumor suppression in vivo. To examine the molecular mechanism of
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