Epoxidation of styrene and substituted styrenes by whole cells of mycobacterium sp. M156

Stuart R. Rigby, Colette S. Matthews, David J. Leak

Research output: Contribution to journalArticle

Abstract

Whole cells of the propene utilizing Mycobacterium sp. M156 (NCIMB 40156) oxidised styrene, 2-,3- and 4-fluorostyrene, 3- and 4-chlorostyrene and 3- and 4-methylstyrenes to their respective epoxides. Rates of oxidation were comparable to that of styrene. α-Methylstyrene was also epoxidised at a lower rate, while trans-β-methylstyrene and 1,2-dihydronaphthalene were poor substrates. In those cases that were investigated, epoxidation occurred with a high degree of stereospecificity.

Original languageEnglish
Pages (from-to)553-556
Number of pages4
JournalBioorganic and Medicinal Chemistry
Volume2
Issue number6
DOIs
Publication statusPublished - 1 Jan 1994

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Epoxidation of styrene and substituted styrenes by whole cells of mycobacterium sp. M156. / Rigby, Stuart R.; Matthews, Colette S.; Leak, David J.

In: Bioorganic and Medicinal Chemistry, Vol. 2, No. 6, 01.01.1994, p. 553-556.

Research output: Contribution to journalArticle

@article{0a8c7b016fdd4edd8c67df352f413269,
title = "Epoxidation of styrene and substituted styrenes by whole cells of mycobacterium sp. M156",
abstract = "Whole cells of the propene utilizing Mycobacterium sp. M156 (NCIMB 40156) oxidised styrene, 2-,3- and 4-fluorostyrene, 3- and 4-chlorostyrene and 3- and 4-methylstyrenes to their respective epoxides. Rates of oxidation were comparable to that of styrene. α-Methylstyrene was also epoxidised at a lower rate, while trans-β-methylstyrene and 1,2-dihydronaphthalene were poor substrates. In those cases that were investigated, epoxidation occurred with a high degree of stereospecificity.",
author = "Rigby, {Stuart R.} and Matthews, {Colette S.} and Leak, {David J.}",
year = "1994",
month = "1",
day = "1",
doi = "10.1016/0968-0896(94)80026-X",
language = "English",
volume = "2",
pages = "553--556",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier",
number = "6",

}

TY - JOUR

T1 - Epoxidation of styrene and substituted styrenes by whole cells of mycobacterium sp. M156

AU - Rigby, Stuart R.

AU - Matthews, Colette S.

AU - Leak, David J.

PY - 1994/1/1

Y1 - 1994/1/1

N2 - Whole cells of the propene utilizing Mycobacterium sp. M156 (NCIMB 40156) oxidised styrene, 2-,3- and 4-fluorostyrene, 3- and 4-chlorostyrene and 3- and 4-methylstyrenes to their respective epoxides. Rates of oxidation were comparable to that of styrene. α-Methylstyrene was also epoxidised at a lower rate, while trans-β-methylstyrene and 1,2-dihydronaphthalene were poor substrates. In those cases that were investigated, epoxidation occurred with a high degree of stereospecificity.

AB - Whole cells of the propene utilizing Mycobacterium sp. M156 (NCIMB 40156) oxidised styrene, 2-,3- and 4-fluorostyrene, 3- and 4-chlorostyrene and 3- and 4-methylstyrenes to their respective epoxides. Rates of oxidation were comparable to that of styrene. α-Methylstyrene was also epoxidised at a lower rate, while trans-β-methylstyrene and 1,2-dihydronaphthalene were poor substrates. In those cases that were investigated, epoxidation occurred with a high degree of stereospecificity.

UR - http://www.scopus.com/inward/record.url?scp=0028458785&partnerID=8YFLogxK

U2 - 10.1016/0968-0896(94)80026-X

DO - 10.1016/0968-0896(94)80026-X

M3 - Article

VL - 2

SP - 553

EP - 556

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 6

ER -