Chemistry:Cysteic acid

l-Cysteic acid

Names
IUPAC name (R)-2-Amino-3-sulfopropanoic acid
Other names 3-Sulfo-l-alanine
Identifiers
CAS Number	13100-82-8 (D/L) Y 35554-98-4 (D) Y 498-40-8 (L) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17285 Y
ChemSpider	65718 Y
DrugBank	DB03661 Y
EC Number	207-861-3
MeSH	Cysteic+acid
PubChem CID	25701
UNII	A3OGP4C37W (D/L) Y YWB11Z1XEI (D) Y M6W2DJ6N5K (L) Y
InChI InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1 Y Key: XVOYSCVBGLVSOL-REOHCLBHSA-N Y InChI=1/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1
SMILES C(C(C(=O)O)N)S(=O)(=O)O
Properties
Chemical formula	C3H7NO5S
Molar mass	169.15 g·mol−1
Appearance	White crystals or powder
Melting point	Decomposes around 272 °C
Solubility in water	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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Infobox references

Tracking categories (test):

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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 a biosynthetic precursor to taurine in microalgae. By contrast, most taurine in animals is made from cysteine sulfinate.