BACTERIAL OXIDATION OF BENZOCYCLOALKENES TO YIELD MONOL, DIOL AND TRIOL METABOLITES

DR BOYD; ND SHARMA; PJ STEVENSON; J CHIMA; DJ GRAY; H DALTON; Paul Stevenson

BACTERIAL OXIDATION OF BENZOCYCLOALKENES TO YIELD MONOL, DIOL AND TRIOL METABOLITES

DR BOYD^*, ND SHARMA, PJ STEVENSON, J CHIMA, DJ GRAY, H DALTON, Paul Stevenson

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

44 Citations (Scopus)

Abstract

Benzylic monooxygenation of benzocycloalkenes, 2-4, by enzymes in intact cultures of Pseudomonas putida UV4 yielded exclusively the [R] enantiomers, 6-8, and the derived ketones 10-12; by contrast, biotransformation of benzocyclobutene, 1, yielded both monooxygenation (5 and 9), dioxygenation (13, 14 and 15), and trioxygenation (16) products.

Original language	English
Pages (from-to)	3887-3890
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	31
Publication status	Published - 29 Jul 1991

Keywords

BACTERIAL OXIDATION
PSEUDOMONAS-PUTIDA UV4
BENZOCYCLOALKENES
ALCOHOL AND KETONE METABOLITES
PSEUDOMONAS-PUTIDA
NAPHTHALENE
TOLUENE

Cite this

@article{4f6da9d9c4a541c8a25596fa7bf9125d,

title = "BACTERIAL OXIDATION OF BENZOCYCLOALKENES TO YIELD MONOL, DIOL AND TRIOL METABOLITES",

abstract = "Benzylic monooxygenation of benzocycloalkenes, 2-4, by enzymes in intact cultures of Pseudomonas putida UV4 yielded exclusively the [R] enantiomers, 6-8, and the derived ketones 10-12; by contrast, biotransformation of benzocyclobutene, 1, yielded both monooxygenation (5 and 9), dioxygenation (13, 14 and 15), and trioxygenation (16) products.",

keywords = "BACTERIAL OXIDATION, PSEUDOMONAS-PUTIDA UV4, BENZOCYCLOALKENES, ALCOHOL AND KETONE METABOLITES, PSEUDOMONAS-PUTIDA, NAPHTHALENE, TOLUENE",

author = "DR BOYD and ND SHARMA and PJ STEVENSON and J CHIMA and DJ GRAY and H DALTON and Paul Stevenson",

year = "1991",

month = jul,

day = "29",

language = "English",

volume = "32",

pages = "3887--3890",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "31",

}

TY - JOUR

T1 - BACTERIAL OXIDATION OF BENZOCYCLOALKENES TO YIELD MONOL, DIOL AND TRIOL METABOLITES

AU - BOYD, DR

AU - SHARMA, ND

AU - STEVENSON, PJ

AU - CHIMA, J

AU - GRAY, DJ

AU - DALTON, H

AU - Stevenson, Paul

PY - 1991/7/29

Y1 - 1991/7/29

N2 - Benzylic monooxygenation of benzocycloalkenes, 2-4, by enzymes in intact cultures of Pseudomonas putida UV4 yielded exclusively the [R] enantiomers, 6-8, and the derived ketones 10-12; by contrast, biotransformation of benzocyclobutene, 1, yielded both monooxygenation (5 and 9), dioxygenation (13, 14 and 15), and trioxygenation (16) products.

AB - Benzylic monooxygenation of benzocycloalkenes, 2-4, by enzymes in intact cultures of Pseudomonas putida UV4 yielded exclusively the [R] enantiomers, 6-8, and the derived ketones 10-12; by contrast, biotransformation of benzocyclobutene, 1, yielded both monooxygenation (5 and 9), dioxygenation (13, 14 and 15), and trioxygenation (16) products.

KW - BACTERIAL OXIDATION

KW - PSEUDOMONAS-PUTIDA UV4

KW - BENZOCYCLOALKENES

KW - ALCOHOL AND KETONE METABOLITES

KW - PSEUDOMONAS-PUTIDA

KW - NAPHTHALENE

KW - TOLUENE

M3 - Article

VL - 32

SP - 3887

EP - 3890

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 31

ER -

BACTERIAL OXIDATION OF BENZOCYCLOALKENES TO YIELD MONOL, DIOL AND TRIOL METABOLITES

Abstract

Keywords

Fingerprint

Cite this