Activity and enantioselectivity of the hydroxynitrile lyase MeHNL in dry organic solvents

Chemistry. 2010 Jul 5;16(25):7596-604. doi: 10.1002/chem.201000487.

Abstract

Water concentration affects both the enantioselectivity and activity of enzymes in dry organic media. Its influence has been investigated using the hydrocyanation of benzaldehyde catalyzed by hydroxynitrile lyase cross-linked enzyme aggregate (MeHNL-CLEA) as a model reaction. The enzyme displayed higher enantioselectivity at higher water concentration, thus suggesting a positive effect of enzyme flexibility on selectivity. The activity increased on reducing the solvent water content, but drastic dehydration of the enzyme resulted in a reversible loss of activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetonitriles / chemistry*
  • Acetonitriles / metabolism
  • Adsorption
  • Aldehyde-Lyases / chemistry*
  • Aldehyde-Lyases / metabolism
  • Benzaldehydes / chemistry*
  • Catalysis
  • Desiccation
  • Enzymes, Immobilized / chemistry*
  • Hydrogen-Ion Concentration
  • Kinetics
  • Molecular Structure
  • Solvents / chemistry*
  • Stereoisomerism
  • Surface Properties
  • Water / chemistry*

Substances

  • Acetonitriles
  • Benzaldehydes
  • Enzymes, Immobilized
  • Solvents
  • Water
  • Aldehyde-Lyases