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C7602

Sigma-Aldrich

L-Cystine

from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-101.0%

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Synonym(s):
(R,R)-3,3′-Dithiobis(2-aminopropionicacid)
Linear Formula:
[-SCH2CH(NH2)CO2H]2
CAS Number:
Molecular Weight:
240.30
Beilstein/REAXYS Number:
1728094
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

biological source

non-animal source

Quality Level

agency

meets EP testing specifications

product line

BioXtra

assay

98.5-101.0%

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white to off-white

mp

>240 °C (dec.) (lit.)

solubility

1 M HCl: 100 mg/mL

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C6H12N2O4S2/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)/t3-,4-/m0/s1

InChI key

LEVWYRKDKASIDU-IMJSIDKUSA-N

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1 of 4

This Item
C573577953949603
vibrant-m

C7602

L-Cystine

Premium Grade
vibrant-m

C5735

L-Cystine

-
vibrant-m

779539

L-Cystine

-
vibrant-m

49603

L-Cystine

-
assay

98.5-101.0%

assay

≥98.5%

assay

≥98.5%

assay

-

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

product line

BioXtra

product line

-

product line

-

product line

TraceCERT®

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

color

white to off-white

color

-

color

-

color

-

Application

L-Cystine has been used as a supplement in astroglial-conditioned media to culture cerebral astroglia. It has been used in several techniques, such as HPLC-FD, UHPLC-UV, UHPLC-MS, and triple quadrupole tandem mass spectrometry (UHPLC-MS/MS), to differentiate BMAA (β-N-methylamino-L-alanine), the cyanobacterial neurotoxin, from other diamino acids.
L-Cystine has been used as a supplement in oocyte culture media to improve oocyte maturation and parthenogenesis of embryonic development.

Biochem/physiol Actions

Cystinuria is characterized with renal transport and excretion of L-Cystine. Cysteine is one of the functional amino acids that are associated with growth, reproduction, maintenance and immunity. Cysteine is a source of disulfide linkage in protein and is associated with sulfur transport. At physiological pH, cysteine undergoes rapid oxidation to form cystine. Reduced availability of cysteine or cystine, influences leukocyte metabolism. L-Cystine is necessary for oxygen production and LDL (low density lipoprotein) modification by arterial smooth muscle cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Distinguishing the cyanobacterial neurotoxin b-N-methylamino-L-alanine
(BMAA) from other diamino acids
S.A. Banack
Toxicon (2011)
Using cysteine/cystine to overcome oxidative stress in goat oocytes and embryos cultured in vitro
Zhengrong Zhou
Molecular Medicine Reports, 14(2) (2016)
Transport Interaction of t-Cystine and L-Glutamate in Human Diploid
Fibroblasts in Culture
Shiro Bannai and Emi Kitamur
The Journal of Biological Chemistry, 255(6), 2372- 2376 (1980)
Mutation of Ataxia?Telangiectasia Mutated is Associated with Dysfunctional Glutathione Homeostasis in Cerebellar Astroglia
Andrew Campbell
Glia, 64(2), 227-239 (2016)
Studies on Analogues of L-Cysteine and L-Cystine
Austin S and Leif G
Blood (2018)

Articles

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

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