FEBS Letters 2001-11-16

Residue size at position 87 of cytochrome P450 BM-3 determines its stereoselectivity in propylbenzene and 3-chlorostyrene oxidation.

Q S Li, J Ogawa, R D Schmid, S Shimizu

Index: FEBS Lett. 508(2) , 249-52, (2001)

Full Text: HTML

Abstract

We report here oxidation of propylbenzene and 3-chlorostyrene by wild-type cytochrome P450 BM-3 with high turnover (479 nmol 1-phenyl-1-propanol/min/nmol P450 and 300 nmol 3-chlorostyrene oxide/min/nmol P450). Furthermore, the residue size at position 87 of P450 BM-3 was found to play critical roles in determining stereoselectivity in oxidation of propylbenzene and 3-chlorostyrene. Replacement of Phe87 with Val, Ala and Gly resulted in decreases in optical purity of produced (R)-(+)-1-phenyl-1-propanol from 90.0 to 37.4, 26.0 and -15.6% e.e., respectively, and in increases in those of produced (R)-(+)-3-chlorostyrene oxide from -61.0 to -38.0, 67.0 and 94.6% e.e., respectively.

Related Compounds

  • n-propylbenzene

Related Articles:

Evaluation of injection methods for fast, high peak capacity separations with low thermal mass gas chromatography.

2015-05-01

[J. Chromatogr. A. 1392 , 82-90, (2015)]

Conformational mobility of small molecules in glass-forming solutions studied by FTIR spectroscopy.

2012-06-01

[Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 91 , 184-91, (2012)]

Development of an equilibrium headspace gas chromatographic method for the measurement of noncovalent association and partitioning of n-alkylbenzenes at infinite dilution in fulvic acid pseudophase.

2015-02-27

[J. Chromatogr. A. 1383 , 1-7, (2015)]

Active flow management in preparative chromatographic separations: a preliminary investigation into enhanced separation using a curtain flow inlet fitting and segmented flow outlet fitting.

2012-02-01

[J. Sep. Sci. 35(3) , 410-5, (2012)]

Anaerobic degradation of ethylbenzene and other aromatic hydrocarbons by new denitrifying bacteria.

1995-02-01

[Arch. Microbiol. 163(2) , 96-103, (1995)]

More Articles...