Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons

Julia A. Griffen, Sarah J. Kenwright, Sarah Abou-shehada, Scott Wharry, Thomas S. Moody, Simon E. Lewis

Research output: Contribution to journalArticle

14 Citations (Scopus)
68 Downloads (Pure)

Abstract

Oxidation of benzoic acid by a microorganism expressing benzoate dioxygenase leads to the formation of an unusual ipso, ortho arene cis-diol in sufficient quantities to be useful for synthesis. This homochiral diol possesses an array of differentiated functionality which can be exploited to access diverse highly oxygenated structures by concise synthetic sequences.
Original languageEnglish
Pages (from-to)79-90
JournalOrganic Chemistry Frontiers
Volume1
Issue number1
DOIs
Publication statusPublished - 8 Jan 2014

Fingerprint

Dioxygenases
Benzoic Acid
Benzoates
Microorganisms
Oxidation
chiron

Cite this

Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons. / Griffen, Julia A.; Kenwright, Sarah J.; Abou-shehada, Sarah; Wharry, Scott; Moody, Thomas S.; Lewis, Simon E.

In: Organic Chemistry Frontiers, Vol. 1, No. 1, 08.01.2014, p. 79-90.

Research output: Contribution to journalArticle

Griffen, Julia A. ; Kenwright, Sarah J. ; Abou-shehada, Sarah ; Wharry, Scott ; Moody, Thomas S. ; Lewis, Simon E. / Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons. In: Organic Chemistry Frontiers. 2014 ; Vol. 1, No. 1. pp. 79-90.
@article{d8fbf9094c4b46ed9253f8940e66ebdd,
title = "Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons",
abstract = "Oxidation of benzoic acid by a microorganism expressing benzoate dioxygenase leads to the formation of an unusual ipso, ortho arene cis-diol in sufficient quantities to be useful for synthesis. This homochiral diol possesses an array of differentiated functionality which can be exploited to access diverse highly oxygenated structures by concise synthetic sequences.",
author = "Griffen, {Julia A.} and Kenwright, {Sarah J.} and Sarah Abou-shehada and Scott Wharry and Moody, {Thomas S.} and Lewis, {Simon E.}",
year = "2014",
month = "1",
day = "8",
doi = "10.1039/c3qo00057e",
language = "English",
volume = "1",
pages = "79--90",
journal = "Organic Chemistry Frontiers",
issn = "2052-4110",
publisher = "Royal Society of Chemistry",
number = "1",

}

TY - JOUR

T1 - Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons

AU - Griffen, Julia A.

AU - Kenwright, Sarah J.

AU - Abou-shehada, Sarah

AU - Wharry, Scott

AU - Moody, Thomas S.

AU - Lewis, Simon E.

PY - 2014/1/8

Y1 - 2014/1/8

N2 - Oxidation of benzoic acid by a microorganism expressing benzoate dioxygenase leads to the formation of an unusual ipso, ortho arene cis-diol in sufficient quantities to be useful for synthesis. This homochiral diol possesses an array of differentiated functionality which can be exploited to access diverse highly oxygenated structures by concise synthetic sequences.

AB - Oxidation of benzoic acid by a microorganism expressing benzoate dioxygenase leads to the formation of an unusual ipso, ortho arene cis-diol in sufficient quantities to be useful for synthesis. This homochiral diol possesses an array of differentiated functionality which can be exploited to access diverse highly oxygenated structures by concise synthetic sequences.

UR - http://dx.doi.org/10.1039/c3qo00057e

UR - http://dx.doi.org/10.1039/c3qo00057e

U2 - 10.1039/c3qo00057e

DO - 10.1039/c3qo00057e

M3 - Article

VL - 1

SP - 79

EP - 90

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

SN - 2052-4110

IS - 1

ER -