L-cystine
Also known as (-)-cystine, cystine, L-dicysteine, (R,R)-3,3'-dithiobis(2-aminopropanoic acid), L-alpha-Diamino-beta-dithiolactic acid, β,β'-dithiodialanine, L-Dicysteine, Cystine
Cystine is the oxidized derivative of the amino acid cysteine and has the formula (SCH2CH(NH2)CO2H)2. It is a white solid that is poorly soluble in water. As a residue in proteins, cystine serves two functions: a site of redox reactions and a mechanical linkage that allows proteins to retain their three-dimensional structure.
Chemical data
- Formula
- C6H12N2O4S2
- Molecular weight
- 240.3 g/mol
- IUPAC name
- (2R)-2-azaniumyl-3-[[(2R)-2-azaniumyl-2-carboxylatoethyl]disulfanyl]propanoate
- SMILES
- C([C@@H](C(=O)[O-])[NH3+])SSC[C@@H](C(=O)[O-])[NH3+]
- InChIKey
- LEVWYRKDKASIDU-IMJSIDKUSA-N
- XLogP
- -5
- Polar surface area
- 186 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
~5 min read
Article
10 sectionsContents
- Formation and reactions
- Structure
- Occurrence
- History
- Redox
- Cystine-based disorders
- Biological transport
- See also
- References
- External links
Cystine is the oxidized derivative of the amino acid cysteine and has the formula (SCH2CH(NH2)CO2H)2. It is a white solid that is poorly soluble in water. As a residue in proteins, cystine serves two functions: a site of redox reactions and a mechanical linkage that allows proteins to retain their three-dimensional structure.
==Formation and reactions== ===Structure=== Cystine is the disulfide derived from the amino acid cysteine. The conversion can be viewed as an oxidation: