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. 1992 May;58(5):1699–1704. doi: 10.1128/aem.58.5.1699-1704.1992

Acyloin formation by benzoylformate decarboxylase from Pseudomonas putida.

R Wilcocks 1, O P Ward 1, S Collins 1, N J Dewdney 1, Y Hong 1, E Prosen 1
PMCID: PMC195660  PMID: 1622241

Abstract

Whole cells and cell extracts of Pseudomonas putida grown in a medium containing ammonium mandelate have the capacity to produce the acyloin compound 2-hydroxypropiophenone when incubated with benzoylformate and acetaldehyde. Benzaldehyde and benzyl alcohol were formed as reaction by-products. The enantiomeric excess of the 2-hydroxypropiophenone product was found to be 91 to 92%. The absolute configuration of the enzymatically prepared product at the carbinol carbon was found to be S. The thiamine PPi-linked enzyme benzoylformate decarboxylase, purified to give a single protein band on polyacrylamide gel electrophoresis, was shown to be responsible for the catalysis of this novel condensation reaction.

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Selected References

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