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Acetolactic acid

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α-Acetolactic acid
Names
Preferred IUPAC name (2S)-2-Hydroxy-2-methyl-3-oxobutanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/t5-/m0/s1Key: NMDWGEGFJUBKLB-YFKPBYRVSA-N
  • InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/t5-/m0/s1
SMILES
  • O=C(C)(O)(C(=O)O)C
Properties
Chemical formula C5H8O4
Molar mass 132.115 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

α-Acetolactic acid is a precursor in the biosynthesis of the branched chain amino acids valine and leucine. α-Acetolactic acid is produced from two molecules of pyruvic acid by acetolactate synthase. α-Acetolactic acid can also be decarboxylated by alpha-acetolactate decarboxylase to produce acetoin. The name α-acetolactate is used for anion (conjugate base), salts, and esters of α-acetolactic acid.

References

  1. Wood, B. J. B.; Holzapfel, W. H. (1995). "Carbohydrate Metabolism". The Lactic Acid Bacteria: The genera of lactic acid bacteria. Vol. 2. Springer. pp. 185–186. ISBN 978-0-7514-0215-5.
  2. Marth, E. H.; Steele, J. L. (2001). "Genetics of Lactic acid bacteria". Applied dairy microbiology. Vol. 110 of Food science and technology. A series of monographs. CRC Press. p. 283. ISBN 978-0-8247-0536-7.
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