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L-Cysteine

Catalog No. DB00151 Name DrugBank
CAS Number 52-90-4 Website http://www.ualberta.ca/
M. F. C3H7NO2S Telephone (780) 492-3111
M. W. 121.15818 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 37

SYNONYMS

IUPAC name
(2R)-2-amino-3-sulfanylpropanoic acid
IUPAC Traditional name
L-cysteine
Synonyms
Cys
Half-cystine
2-Amino-3-mercaptopropionic acid
3-mercapto-L-Alanine
L-2-Amino-3-mercaptopropionic acid
L-Cys
L-(+)-Cysteine
Thioserine
Cystein
carbocysteine
b-Mercaptoalanine
(R)-Cysteine
(R)-2-Amino-3-mercaptopropanoic acid

DATABASE IDS

PubChem SID 46506553
PubChem CID 5862
CAS Number 52-90-4

PROPERTIES

Hydrophobicity(logP) -2.6
Solubility 277 mg/mL at 25 oC [BEILSTEIN]

DETAILS

Description (English)
Item Information
Drug Groups approved; nutraceutical
Description A thiol-containing non-essential amino acid that is oxidized to form cystine. [PubChem]
Indication For the prevention of liver damage and kidney damage associated with overdoses of acetaminophen
Pharmacology Due to this ability to undergo redox reactions, cysteine has antioxidant properties. Cysteine is an important source of sulfur in human metabolism, and although it is classified as a non-essential amino acid, cysteine may be essential for infants, the elderly, and individuals with certain metabolic disease or who suffer from malabsorption syndromes. Cysteine may at some point be recognized as an essential or conditionally essential amino acid.
Affected Organisms
Humans and other mammals
References
Bulaj G, Kortemme T, Goldenberg DP: Ionization-reactivity relationships for cysteine thiols in polypeptides. Biochemistry. 1998 Jun 23;37(25):8965-72. [Pubmed]
Baker DH, Czarnecki-Maulden GL: Pharmacologic role of cysteine in ameliorating or exacerbating mineral toxicities. J Nutr. 1987 Jun;117(6):1003-10. [Pubmed]
External Links
Wikipedia

REFERENCES

  • Bulaj G, Kortemme T, Goldenberg DP: Ionization-reactivity relationships for cysteine thiols in polypeptides. Biochemistry. 1998 Jun 23;37(25):8965-72. Pubmed
  • Baker DH, Czarnecki-Maulden GL: Pharmacologic role of cysteine in ameliorating or exacerbating mineral toxicities. J Nutr. 1987 Jun;117(6):1003-10. Pubmed