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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%

Synonym: (R,R)-3,3′-Dithiobis(2-aminopropionicacid)

  • CAS Number 56-89-3

  • Linear Formula [-SCH2CH(NH2)CO2H]2

  • Molecular Weight 240.30

  •  Beilstein/REAXYS Number 1728094

  •  EC Number 200-296-3

  •  MDL number MFCD00064228

  •  eCl@ss 32160406

  •  PubChem Substance ID 24892973

  •  NACRES NA.26

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Properties

Related Categories Amino Acids, Amino Acids & Derivatives, Amino Acids & Vitamins, Amino Acids and Vitamins, Amino acids,
Quality Level   200
biological source   non-animal source
Agency/Method   meets EP testing specifications
assay   98.5-101.0%
form   powder
application(s)   cell culture | mammalian: suitable
  peptide synthesis: suitable
impurities   endotoxin, tested
color   white to off-white
mp   >240 °C (dec.) (lit.)
solubility   1 M HCl: 100 mg/mL
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

Description

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.

Packaging

1 kg in poly bottle

10 mg in glass bottle

25, 100 g in poly bottle

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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7602.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
HA2690000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Single- & multi-channel pipettes from BRAND

Pipette Controller from Brand
Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

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Amino Acids Reference Charts

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Cell Culture Troubleshooting Guide

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L-cysteine and L-cysteine equivalents in Cell Culture

Importance and uses of cysteine in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Cell culture, Culture media, Lipid peroxidation, Oxidations, Peroxidations, Reductions

Peer-Reviewed Papers
15

References

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