Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:36:59 UTC
Update Date2022-08-31 22:26:49 UTC
Metabolite IDMMDBc0033156
Metabolite Identification
Common NameD-Cystine
DescriptionCystine is an oxidized dimeric form of the amino acid cysteine. It is formed by linking two cysteine residues via a disulfide bond (cys-S-S-cys) between the -SH groups. Through formation of disulfide bonds within and between protein molecules, cystine is a significant determinant of the tertiary structure of most proteins. Disulfide bonding, along with hydrogen bonding and hydrophobic interactions is partially responsible for the formation of the gluten matrix in bread.
Structure
Synonyms
ValueSource
(2S,2's)-3,3'-Dithiobis(2-aminopropanoic acid)ChEBI
Cystine D-formChEBI
(2S,2's)-3,3'-Dithiobis(2-aminopropanoate)Generator
Copper cystinateMeSH
L CystineMeSH
L-CystineMeSH
CystineMeSH
Molecular FormulaC6H12N2O4S2
Average Mass240.3
Monoisotopic Mass240.023848262
IUPAC Name(2S)-2-amino-3-{[(2S)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid
Traditional NameD-cystine
CAS Registry Number349-46-2
SMILES
N[C@H](CSSC[C@@H](N)C(O)=O)C(O)=O
InChI Identifier
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-/m1/s1
InChI KeyLEVWYRKDKASIDU-QWWZWVQMSA-N