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Key Documents

453382

Sigma-Aldrich

(S)-(−)-2-Acetoxypropionic acid

95%

Synonym(s):

O-Acetyl-L-lactic acid

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About This Item

Linear Formula:
CH3CH(O2CCH3)CO2H
CAS Number:
Molecular Weight:
132.11
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:

assay

95%

optical activity

[α]20/D −51°, c = 7 in chloroform

impurities

<5% acetic acid

refractive index

n20/D 1.422 (lit.)

bp

115-117 °C/2 mmHg (lit.)

density

1.162 g/mL at 25 °C (lit.)

SMILES string

C[C@H](OC(C)=O)C(O)=O

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Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup


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Ahmet Baykal et al.
Bioorganic chemistry, 34(6), 380-393 (2006-11-07)
In addition to the decarboxylation of 2-oxo acids, thiamin diphosphate (ThDP)-dependent decarboxylases/dehydrogenases can also carry out so-called carboligation reactions, where the central ThDP-bound enamine intermediate reacts with electrophilic substrates. For example, the enzyme yeast pyruvate decarboxylase (YPDC, from Saccharomyces cerevisiae)
Michael Vinogradov et al.
Analytical biochemistry, 342(1), 126-133 (2005-06-17)
Acetohydroxy acid synthase (AHAS) and related enzymes catalyze the production of chiral compounds [(S)-acetolactate, (S)-acetohydroxybutyrate, or (R)-phenylacetylcarbinol] from achiral substrates (pyruvate, 2-ketobutyrate, or benzaldehyde). The common methods for the determination of AHAS activity have shortcomings. The colorimetric method for detection
C Monnet et al.
Applied and environmental microbiology, 66(12), 5518-5520 (2000-12-01)
Lactococcus lactis subsp. lactis biovar diacetylactis strains are utilized in several industrial processes for producing the flavoring compound diacetyl or its precursor alpha-acetolactate. Using random mutagenesis with nitrosoguanidine, we selected mutants that were deficient in alpha-acetolactate decarboxylase and had low
C Monnet et al.
Letters in applied microbiology, 36(6), 399-405 (2003-05-20)
To demonstrate the presence of an active alpha-acetolactate decarboxylase in Streptococcus thermophilus and to investigate its physiological function. Streptococcus thermophilus CNRZ385 contains a gene encoding an alpha-acetolactate decarboxylase. Comparison of the production of alpha-acetolactate and its decarboxylation products, by the
S R Swindell et al.
Applied and environmental microbiology, 62(7), 2641-2643 (1996-07-01)
Diacetyl is an important food flavor compound produced by certain strains of citrate-metabolizing lactic acid bacteria. Citrate is converted to pyruvate, from which diacetyl is produced via intermediate alpha-acetolactate. This paper reports the cloning and analysis of the gene (aldB)

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