Stereoselective reduction of carbonyl compounds using the cell-free extract of the earthworm, Lumbricus rubellus, as a novel source of biocatalyst

Biosci Biotechnol Biochem. 2006 Dec;70(12):3077-80. doi: 10.1271/bbb.60408. Epub 2006 Dec 7.

Abstract

We found the reducing activity toward carbonyl compounds in the cell-free extract of the earthworm, Lumbricus rubellus. The earthworm extract had a reducing activity for keto esters in the presence of NADH or NADPH as a coenzyme. The earthworm extract reduced ethyl 3-methyl-2-oxobutanoate to the corresponding alcohol with a high enantiomeric excess (91%, R-form) at 50 degrees C in the presence of NADH. In particular, ethyl 2-oxoheptanoate was exclusively reduced to the corresponding (R)-hydroxyl ester with a high enantiomeric excess (>99%).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Catalysis
  • Cell-Free System
  • Ketones / metabolism*
  • NADP / metabolism
  • Oligochaeta / metabolism*
  • Oxidation-Reduction
  • Stereoisomerism

Substances

  • Ketones
  • NADP