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C6727

Sigma-Aldrich

L-Cystine dihydrochloride

from non-animal source, BioReagent, suitable for cell culture, ≥98.0% dry basis

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Synonym(s):
Cystine dihydrochloride
Empirical Formula (Hill Notation):
C6H12N2O4S2 · 2HCl
CAS Number:
Molecular Weight:
313.22
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

biological source

non-animal source

Quality Level

product line

BioReagent

assay

≥98.0% dry basis

form

powder or crystals

optical activity

[α]20/D -174 to -164 °, c = 2 in 1 M HCl

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white to off-white

mp

≥211.36 °C

solubility

2 M HCl: 50 mg/mL

cation traces

As: ≤2 ppm
Fe: ≤30 ppm
NH4+: ≤0.03%
heavy metals: ≤10 ppm

functional group

carboxyl
thiol

storage temp.

room temp

SMILES string

Cl.Cl.N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O

InChI

1S/C6H12N2O4S2.2ClH/c7-3(5(9)10)1-13-14-2-4(8)6(11)12;;/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12);2*1H/t3-,4-;;/m0../s1

InChI key

HHGZUQPEIHGQST-RGVONZFCSA-N

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General description

L-Cystine dihydrochloride is a vital component of biological systems, and its role in protein structure, redox chemistry, and cellular processes makes it a valuable tool in Biology and Chemistry research across a wide range of applications, from understanding fundamental biochemical mechanisms to drug development and nutritional research. L-Cystine is essential for studying protein structure and function. It can be used to create disulfide bonds in proteins, aiding in the formation of protein complexes and the stabilization of protein structures. This is particularly important in biotechnology and pharmaceutical research.

Application

L-cystine dihydrochloride has been used:

  • as a supplement to study homopropargylglycine update in metabolomics
  • as a supplement in protein synthesis for cell biology and stem cell research
  • to study the effect of lipid peroxidation and ferroptosis by regulation of cysteine and GSH levels in biochemical research

Biochem/physiol Actions

Cystine is the dimeric form of cysteine. Cysteine is the source of disulfide linkages in proteins and has a role in sulfur transport. It undergoes rapid oxidation to form cystine at physiological pH. L-Cystine is crucial for oxygen production and low density lipoprotein modification by arterial smooth muscle cells. It also has a role in the synthesis of glutathione.

Features and Benefits

  • High-quality compound suitable for multiple research applications
  • Suitable for mammalian cell culture
  • Prepared from non-animal source
  • Tested for Endotoxins

Caution

hygroscopic

Other Notes

For additional information on our range of Biochemicals, please complete this form.

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Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Activated human CD4+ T cells express transporters for both cysteine and cystine
Trine Boegh
Scientific Reports (2012)
The role of sulfur-containing amino acids in superoxide production and modification of low density lipoprotein by arterial smooth muscle cells.
The Journal of Biological Chemistry, 262(21) (1987)
Metabolic heterogeneity of tissue-resident macrophages in homeostasis and during helminth infection
Heieis GA et al.
Nature Communications, 4, 5627-5627 (2023)
Robert W. Schrier
Manual of Nephrology (2008)
The x(c)- cystine/glutamate antiporter: a potential target for therapy of cancer and other diseases
Maisie Lo
Journal of Cellular Physiology, 215 (2008)

Articles

Importance and uses of cysteine in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures

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