Cyanoalanine
 | |
| Names | |
|---|---|
| IUPAC name
(2S)-2-Amino-3-cyanopropanoic acid | |
| Other names
3-Cyano-L-alanine β-Cyanoalanine 3-Cyanoalanine | |
| Identifiers | |
3D model (JSmol) |
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| 3DMet | B01594 |
| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem CID |
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| Properties | |
| C4H6N2O2 | |
| Molar mass | 114.10 g·mol−1 |
| Appearance | White solid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Cyanoalanine is an amino acid with the formula NCCH2CH(NH2)CO2H. Like most amino acids, it exists as a tautomer NCCH2CH(NH3+)CO2−. It is a rare example of a nitrile-containing amino acid. It is a white, water-soluble solid.
Cyanoalanine arises in nature by the action of cyanide on cysteine catalyzed by L-3-cyanoalanine synthase:[1]
- HSCH2CH(NH2)CO2H + HCN → NCCH2CH(NH2)CO2H + H2S
It is converted to asparagine enzymatically.
References
- ↑ By Gupta, Neha; Balomajumder, Chandrajit; Agarwal, V. K. (2010). "Enzymatic mechanism and biochemistry for cyanide degradation: A review". Journal of Hazardous Materials. 176: 1–13. doi:10.1016/j.jhazmat.2009.11.038.
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