Record Information
public_id FDB012563
Chemical Information
name L-Cystine
description Flavouring ingredient; dietary supplement Cystine is an oxidized dimeric form of cysteine. It is formed by linking two cysteine residues via a disulfide bond (cys-S-S-cys) between the -SH groups. Cystine is found in high concentrations in the cells of the immune system, skeletal and connective tissues, skin, digestive enzymes, and in hair. Hair and skin are 10-14% cystine. Cystine is the preferred form of cysteine for the synthesis of glutathione in cells involved in the immune function including macrophages and astrocytes. Lymphocytes and neurons prefer cysteine for glutathione production. Optimizing glutathione levels in macrophages and astrocytes with cystine allows these cells to provide cysteine to lymphocytes and neurons directly upon demand. (http://en.wikipedia.org/wiki/Cystine); Cystine is the amino acid formed by the oxidation of cysteine molecules to give a disulfide bond. This organosulfur compound has the formula (SCH2CH(NH2)CO2H)2. It is a colorless solid, and melts at 247-249 C. It was discovered in 1810 by William Hyde Wollaston but was not recognized as being derived of proteins until it was isolated from the horn of a cow in 1899. 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. Human hair contains approximately 5% cystine by mass.; L-Cystine is a covalently linked dimeric nonessential amino acid formed by the oxidation of cysteine. Two molecules of cysteine are joined together by a disulfide bridge to form cystine. Cystine is a chemical substance which naturally occurs as a deposit in the urine, and can form a calculus (hard mineral formation) when deposited in the kidney. The compound produced when two cysteine molecules linked by a disulfide (S-S) bond. Cystine is required for proper vitamin B6 utilization and is also helpful in the healing of burns and wounds, breaking down mucus deposits in illnesses such as bronchitis as well as cystic fibrosis. Cysteine also assists in the supply of insulin to the pancreas, which is needed for the assimilation of sugars and starches. It increases the level of glutathione in the lungs, liver, kidneys and bone marrow, and this may have an anti-aging effect on the body by reducing age-spots etc.
cas_number 56-89-3
Properties
created_at 2010-04-08 22:10:14
updated_at 2012-01-07 18:39:45
moldb_smiles NC(CSSCC(N)C(O)=O)C(O)=O
moldb_formula C6H12N2O4S2
moldb_average_mass 240.3
moldb_inchi 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)
moldb_mono_mass 240.023848262
moldb_inchikey InChIKey=LEVWYRKDKASIDU-UHFFFAOYSA-N
moldb_iupac 2-amino-3-[(2-amino-2-carboxyethyl)disulfanyl]propanoic acid
Structure Thumb
Synonyms
Synonym Source
α-diamino-β-dithiolactic acid biospider
β,β'-dithiobisalanine biospider
β,β'-dithiodialanine biospider
(2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoic acid) biospider
(R,R)-3,3'-dithiobis(2-aminopropanoic acid) biospider
(R,R)-3,3'-Dithiobis(2-aminopropionicacid) biospider
(R-(R*,R*))-3,3'-Dithiobis biospider
(R-(R*,R*))-3,3'-Dithiobis(2-aminopropanoic acid) biospider
1-Cystine biospider
2-amino-3-(2-amino-2-carboxy-ethyl)disulfanyl-propanoate biospider
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoate biospider
2-Amino-3-[(2-amino-2-carboxyethyl)dithio]propanoic acid biospider
3, 3'-Dithiobis(2-aminopropanoic acid) biospider
3,3'-Dithiobis biospider
3,3'-Dithiobis(2-aminopropanoic acid), (R-(R*,R*))- biospider
3,3'-Dithiobis(2-aminopropionic acid) biospider
3,3'-dithiobis-L-Alanine biospider
3,3'-dithiobis[2-amino-[R-(R*,R*)]-Propanoate biospider
3,3'-dithiobis[2-amino-[R-(R*,R*)]-Propanoic acid biospider
Alanine, 3, 3'-dithiobis- biospider
B,b'-diamino-b,b'-dicarboxydiethyl disulfide biospider
B,b'-dithiodialanine biospider
Beta,beta'-diamino-beta,beta'-dicarboxydiethyl disulfide biospider
Beta,beta'-diamino-beta,beta'-dicarboxydiethyldisulfide biospider
Beta,beta'-dithioalanine, l- biospider
Beta,beta'-dithiobisalanine biospider
Beta,beta'-dithiodialanine biospider
Bis(β-amino-β-carboxyethyl) disulfide biospider
Bis(β-amino-β-carboxyethyl)disulfide biospider
Bis(b-amino-b-carboxyethyl) disulfide biospider
Bis(b-amino-beta-carboxyethyl) disulfide biospider
Bis(beta-amino-beta-carboxyethyl) disulfide biospider
Bis(beta-amino-beta-carboxyethyl)disulfide biospider
Cystin (van) biospider
Cystine (l)- biospider
Cystine (usan/inn) biospider
Cystine (van) biospider
Cystine d-form biospider
Cystine [usan] biospider
Cystine, d- biospider
Cystine, L- (8CI) biospider
Cystine,d biospider
D(+)-3,3'-Dithiobis(2-aminopropanoate biospider
D(+)-3,3'-Dithiobis(2-aminopropanoic acid biospider
Gelucystine biospider
Gelucystine (l form) biospider
L-3,3'-dithiodialanine biospider
L-Alanine, 3,3'-dithiobis- biospider
L-alpha-diamino-beta-dithiolactic acid biospider
L-cysteine disulfide biospider
L-cystin biospider
L-Cystine (9CI) biospider
L-dicysteine biospider
Propanoic acid, 3,3'-dithiobis(2-amino-, (R-(R*,R*))- biospider
[R-(R*,R*)]-3,3'-Dithiobis biospider
Cystine, 9CI, USAN; L-form db_source