Cysteic acid

l-Cysteic acid
	L-Cysteic acidL-Cysteic acid
	Ball-and-stick modelBall-and-stick model
Names
	IUPAC name (R)-2-Amino-3-sulfopropanoic acid
	Other names 3-Sulfo-l-alanine
Identifiers
CAS Number	13100-82-8 (D/L) check; 35554-98-4 (D) check; 498-40-8 (L) check;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17285 check;
ChemSpider	65718 check;
DrugBank	DB03661 check;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	207-861-3;
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
MeSH	Cysteic+acid
PubChem CID	25701;
UNII	A3OGP4C37W (D/L) check; YWB11Z1XEI (D) check; M6W2DJ6N5K (L) check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	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 check Key: XVOYSCVBGLVSOL-REOHCLBHSA-N check; 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). ☒ verify (what is check☒ ?) 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 a biosynthetic precursor to taurine in microalgae.^[2] By contrast, most taurine in animals is made from cysteine sulfinate.^[3]

References

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Names
L-Cysteic acid L-Cysteic acid
Ball-and-stick model Ball-and-stick model
IUPAC name (R)-2-Amino-3-sulfopropanoic acid
Other names 3-Sulfo-l-alanine
Identifiers
CAS Number	13100-82-8 (D/L)^checkY 35554-98-4 (D)^checkY 498-40-8 (L)^checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17285^checkY
ChemSpider	65718^checkY
DrugBank	DB03661^checkY
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	207-861-3
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
MeSH	Cysteic+acid
PubChem CID	25701
UNII	A3OGP4C37W (D/L)^checkY YWB11Z1XEI (D)^checkY M6W2DJ6N5K (L)^checkY
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
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^checkY Key: XVOYSCVBGLVSOL-REOHCLBHSA-N^checkY 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^[1]
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). ☒N verify (what is ^checkY☒N ?) Infobox references

Cysteic acid

References

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