Chemistry:Cysteic acid

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l-Cysteic acid
L-Cysteic acid
Ball-and-stick model
Names
IUPAC name
(R)-2-Amino-3-sulfopropanoic acid
Other names
3-Sulfo-l-alanine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
EC Number
  • 207-861-3
MeSH Cysteic+acid
UNII
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).
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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

  1. 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. .
  2. Cook, Alasdair M.; Denger, Karin; Smits, Theo H. M. (2006). "Dissimilation of C3-Sulfonates". Archives of Microbiology 185 (2): 83–90. doi:10.1007/s00203-005-0069-1. PMID 16341843. http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-67394.