Hypotaurine

Hypotaurine is a sulfinic acid that is an intermediate in the biosynthesis of taurine. Like taurine, it also acts as an endogenous neurotransmitter via action on the glycine receptors. It is an osmolyte with antioxidant properties.

Hypotaurine
Names
Preferred IUPAC name
2-Aminoethane-1-sulfinic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.155.825
KEGG
PubChem CID
UNII
  • InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5) Y
    Key: VVIUBCNYACGLLV-UHFFFAOYSA-N Y
  • InChI=1/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5)
    Key: VVIUBCNYACGLLV-UHFFFAOYAM
SMILES
  • O=S(O)CCN
Properties
C2H7NO2S
Molar mass 109.15 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Hypotaurine is derived from cysteine (and homocysteine). In mammals, the biosynthesis of hypotaurine from cysteine occurs in the pancreas. In the cysteine sulfinic acid pathway, cysteine is first oxidized to its sulfinic acid, catalyzed by the enzyme cysteine dioxygenase. Cysteine sulfinic acid, in turn, is decarboxylated by sulfinoalanine decarboxylase to form hypotaurine. Hypotaurine is enzymatically oxidized to yield taurine by hypotaurine dehydrogenase.

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