Key Documents

Cystamine dihydrochloride

Name: Cystamine dihydrochloride
Brand: SIGMA

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

UNSPSC Code:

12352200

NACRES:

NA.25

PubChem Substance ID:

24893096

EC Number:

200-260-7

Beilstein/REAXYS Number:

3616850

MDL number:

MFCD00012905

Assay:

≥98% (TLC)

Form:

powder

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Properties

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 (SO₄^2-): ≤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

Description

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.

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This Item	108318	30050	C121509
Sigma-Aldrich C8707 Cystamine dihydrochloride	SAFC 108318 Cystamine dihydrochloride	Sigma-Aldrich 30050 Cystamine dihydrochloride	Sigma-Aldrich C121509 Cystamine dihydrochloride
assay ≥98% (TLC)	assay -	assay ≥98.0% (AT)	assay 96%
Quality Level 200	Quality Level 500	Quality Level 200	Quality Level 200
solubility H₂O: 0.1 M, clear, colorless to light yellow	solubility -	solubility water: soluble 1 g/10 mL, clear, colorless	solubility -
form powder	form solid	form powder	form powder
mp 217-220 °C (dec.) (lit.)	mp 217-220 °C (dec.) (lit.)	mp 217-220 °C (dec.) (lit.), ~220 °C (dec.)	mp 217-220 °C (dec.) (lit.)
anion traces sulfate (SO₄^2-): ≤0.05%	anion traces -	anion traces -	anion traces -

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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N-propionyl-4-S-cysteaminylphenol induces apoptosis in B16F1 cells and mediates tumor-specific T-cell immune responses in a mouse melanoma model.

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

Mechanism of putative neo-antigen formation from N-propionyl-4-S-cysteaminylphenol, a tyrosinase substrate, in melanoma models.

Shosuke Ito et al.

Biochemical pharmacology, 84(5), 646-653 (2012-06-26)

Metastatic melanoma is resistant to conventional therapies. N-propionyl-4-S-cysteaminylphenol (NPrCAP), an N-protected sulfur-amine analog of tyrosine, is a good substrate for tyrosinase and is selectively incorporated into melanoma cells, causing cytotoxicity in vitro and in vivo. We have recently shown that

Mapping of O-GlcNAc sites of 20 S proteasome subunits and Hsp90 by a novel biotin-cystamine tag.

Thorsten Overath et al.

Molecular & cellular proteomics : MCP, 11(8), 467-477 (2012-05-05)

The post-translational modification of proteins with O-GlcNAc is involved in various cellular processes including signal transduction, transcription, translation, and nuclear transport. This transient protein modification enables cells or tissues to adapt to nutrient conditions or stress. O-Glycosylation of the 26

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Global Trade Item Number

SKU	GTIN
C8707-100G	04061833619186
C8707-25G	04061833610336

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Cystamine dihydrochloride

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ign. residue

mp

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anion traces

cation traces

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Application

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