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  • Stereoselective hydroxylation of an achiral cyclopentanecarboxylic acid derivative using engineered P450s BM-3.

Stereoselective hydroxylation of an achiral cyclopentanecarboxylic acid derivative using engineered P450s BM-3.

Chemical communications (Cambridge, England) (2005-05-19)
Dieter F Münzer, Peter Meinhold, Matthew W Peters, Sabine Feichtenhofer, Herfried Griengl, Frances H Arnold, Anton Glieder, Anna de Raadt
ABSTRACT

Substrate engineered, achiral carboxylic acid derivative was biohydroxylated with various mutants of cytochrome P450 BM-3 to give two out of the four possible diastereoisomers in high de and ee. The BM-3 mutants exhibit up to 9200 total turnovers for hydroxylation of the engineered substrate, which without the protecting group is not transformed by this enzyme.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
3-Oxo-1-cyclopentanecarboxylic acid, 97%