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.
MeSH terms
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Bacterial Proteins / chemistry*
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Carboxylic Acids / chemical synthesis*
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Carboxylic Acids / chemistry
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Cyclopentanes / chemistry*
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Cytochrome P-450 Enzyme System / chemistry*
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Hydroxylation
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Mixed Function Oxygenases / chemistry*
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Molecular Conformation
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NADPH-Ferrihemoprotein Reductase
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Protein Engineering / methods*
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Stereoisomerism
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Substrate Specificity
Substances
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Bacterial Proteins
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Carboxylic Acids
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Cyclopentanes
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Cytochrome P-450 Enzyme System
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Mixed Function Oxygenases
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NADPH-Ferrihemoprotein Reductase
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flavocytochrome P450 BM3 monoxygenases