Structure via PubChem · Public domain (PubChem)
L-cystine
Sign in to saveAlso 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
Wikidata facts
- Has part
- carbon
- Mass
- 240.023849
- Has use
- medication
Show 8 more facts
- Commons category
- Cystine
- chemical formula
- C₆H₁₂N₂O₄S₂
- found in taxon
- Gyromitra esculenta
- canonical SMILES
- C(C(C(=O)O)N)SSCC(C(=O)O)N
- isomeric SMILES
- N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O
- NCI Thesaurus ID
- C29610
- different from
- L-Cysteine
- solubility
- 0.011
via Wikidata · CC0
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Encyclopedic overview
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:
Excerpted from Wikipedia’s “L-cystine” article, available under the CC BY-SA 4.0 licence.