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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
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/t5-/m0/s1 checkY
    Key: NMDWGEGFJUBKLB-YFKPBYRVSA-N checkY
  • InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/t5-/m0/s1
  • O=C(C)[C@](O)(C(=O)O)C
Properties
C5H8O4
Molar mass 132.115 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[1][2] The name α-acetolactate is used for anion (conjugate base), salts, and esters of α-acetolactic acid.

References

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  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.