Identification |
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YMDB ID | YMDB00847 |
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Name | D-Cystine |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | Cystine 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. |
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Structure | |
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Synonyms | - (2S,2'S)-3,3'-dithiobis(2-aminopropanoic acid)
- cystine D-form
- (2S,2's)-3,3'-Dithiobis(2-aminopropanoate)
- Copper cystinate
- L Cystine
- L-Cystine
- Cystine
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CAS number | 349-46-2 |
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Weight | Average: 240.3 Monoisotopic: 240.023848262 |
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InChI Key | LEVWYRKDKASIDU-QWWZWVQMSA-N |
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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)/t3-,4-/m1/s1 |
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IUPAC Name | (2S)-2-amino-3-{[(2S)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid |
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Traditional IUPAC Name | D-cystine |
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Chemical Formula | C6H12N2O4S2 |
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SMILES | N[C@H](CSSC[C@@H](N)C(O)=O)C(O)=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Cysteine and derivatives |
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Alternative Parents | |
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Substituents | - Cysteine or derivatives
- Alpha-amino acid
- D-alpha-amino acid
- Dicarboxylic acid or derivatives
- Organic disulfide
- Dialkyldisulfide
- Amino acid
- Sulfenyl compound
- Carboxylic acid
- Organopnictogen compound
- Organic nitrogen compound
- Primary amine
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Amine
- Organic oxide
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Not Available |
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Charge | 0 |
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Melting point | Not Available |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | 0.1 mg/mL at 25 oC [BEILSTEIN] | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | Not Available |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | Not Available |
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KEGG Pathways | Not Available |
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SMPDB Reactions | Not Available |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | |
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References |
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References: | - Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
- Zenk, M. H., Schmitt, J. H. (1965). "[Purification and properties of acetyl-CoA: D-amino acid-alpha-N-acetyltransferase from yeast]." Biochem Z 342:54-65.5847960
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Synthesis Reference: | Not Available |
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External Links: | Resource | Link |
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CHEBI ID | 35494 | HMDB ID | Not Available | Pubchem Compound ID | 6857538 | Kegg ID | Not Available | ChemSpider ID | 5256874 | FOODB ID | Not Available | Wikipedia | Cystine | BioCyc ID | Not Available |
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