2-hydroxy-2-methyl-3-oxobutyric acid

Structural formula
Structural formula of the ( S ) -form (left) and the ( R ) -form (right)
General
Surname	(2 S ) -2-hydroxy-2-methyl-3-oxobutyric acid
other names	2-acetolactate (anion) Acetyl lactate (anion)
Molecular formula	C 5 H 8 O 4
External identifiers / databases
CAS number 71698-08-3 PubChem 440878 ChemSpider 389710 Wikidata Q209410
properties
Molar mass	132.11 g mol −1
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-Hydroxy-2-methyl-3-oxobutyric acid is a chiral organic carboxylic acid , the anion of which, 2-acetolactate , also called acetyl lactate , occurs as an intermediate in 2,3-butanediol fermentation , a variant of mixed acid fermentation .

When “2-acetolactate” is mentioned in this text or in the scientific literature without any additional name ( prefix ), it means ( S ) -2-acetolactate (synonym: L -2-acetolactate).

Reaction sequence

Structural formula of the ( S ) -2-acetolactate anion

2-acetolactate is created by the fusion of two molecules of pyruvate with simultaneous splitting off of one molecule of CO ₂ . Then another molecule of CO _{2 is} split off (by the enzyme 2-acetolactate decarboxylase ) and acetoin is produced , which can be detected with the Voges-Proskauer test . Recently acetoin is NADH / H ⁺ reduced and there is 2,3-butanediol .

swell

• Georg Fuchs (ed.): Allgemeine Mikrobiologie , 8th edition, 2007, Thieme Verlag

Individual evidence

1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.