Cysteic acid
Names | |
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IUPAC name
(R)-2-Amino-3-sulfopropanoic acid | |
Other names
3-Sulfo-L-alanine | |
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3D model (JSmol) |
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ChEBI | |
ChemSpider | |
DrugBank | |
EC Number | 207-861-3 |
MeSH | Cysteic+acid |
PubChem CID |
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Properties[1] | |
C3H7NO5S | |
Molar mass | 169.15 g·mol−1 |
Appearance | White crystals or powder |
Melting point | Decomposes around 272 °C |
Soluble | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Cysteic acid also known as 3-sulfo-L-alanine is the organic compound with the formula HO3SCH2CH(NH2)CO2H. It is often referred to as cysteate, which near neutral pH takes the form -O3SCH2CH(NH3+)CO2-.
It is an amino acid generated by oxidation of cysteine, whereby a thiol group is fully oxidized to a sulfonic acid/sulfonate group. It is further metabolized via 3-sulfolactate, which converts to pyruvate and sulfite/bisulfite. The enzyme L-cysteate sulfo-lyase catalyzes this conversion. Cysteate is not a biosynthetic precursor to taurine, which is derived from cysteine sulfinate.[2]
References
- ↑ Weast, Robert C., ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. C259. ISBN 0-8493-0462-8. .
- ↑ Cook, Alasdair M.; Denger, Karin; Smits, Theo H. M. (2006). "Dissimilation of C3-Sulfonates". Archives of Microbiology. 185: 83–90. doi:10.1007/s00203-005-0069-1.
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