Effect of support material and enzyme pretreatment on enantioselectivity of immobilized subtilisin in organic solvents

Subtilisin Carlsberg was covalently attached to five macroporous acrylic supports of varying aquaphilicity (a measure of hydrophilicity). Kinetic parameters of the transesterification of S and R enantiomers of secphenethyl alcohol with vinyl butyrate, catalyzed by various immobilized subtilisins, we...

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Bibliographic Details
Published in:Biotechnology and bioengineering 1994-11, Vol.44 (10), p.1265-1269
Main Authors: Orsat, Bernard, Drtina, Gray J., Williams, Michael G., Klibanov, Alexander M.
Format: Article
Language:English
Subjects:
aquaphilicity
BASIC BIOLOGICAL SCIENCES
BIOCHEMICAL REACTION KINETICS
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
enantioselectivity
ENZYMES
Fundamental and applied biological sciences. Psychology
HYDROLASES
hydrophilicity
immobilized enzyme
IMMOBILIZED ENZYMES
KINETICS
Methods. Procedures. Technologies
ORGANIC COMPOUNDS
organic solvents
PEPTIDE HYDROLASES
PROTEINS
REACTION KINETICS 550200 > Biochemistry
RESPONSE MODIFYING FACTORS
SUBSTRATES
subtilisin
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Summary:Subtilisin Carlsberg was covalently attached to five macroporous acrylic supports of varying aquaphilicity (a measure of hydrophilicity). Kinetic parameters of the transesterification of S and R enantiomers of secphenethyl alcohol with vinyl butyrate, catalyzed by various immobilized subtilisins, were determined in anhydrous dioxane and acetonitrile. Enzyme enantioselectivity in acetonitrile, but not in dioxane, correlated with the aquaphilicity of the support; a mechanistic rationale for this phenomenon was proposed. Although the catalytic activity of immobilized subtilisin in anhydrous solvents strongly depended on enzyme pretreatment, the enantioselectivity was essential conserved. © 1994 John Wiley & Sons, Inc.
ISSN:0006-3592
1097-0290
DOI:10.1002/bit.260441015