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

doi:10.1039/C3QO00057E

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 journal › Article › peer-review

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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 language	English
Pages (from-to)	79-90
Journal	Organic Chemistry Frontiers
Volume	1
Issue number	1
DOIs	https://doi.org/10.1039/C3QO00057E
Publication status	Published - 8 Jan 2014

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10.1039/C3QO00057ELicence: CC BY

___OrgChemFront___2014_1_79___Final published version, 576 KBLicence: CC BY

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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.",

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AU - Kenwright, Sarah J.

AU - Abou-shehada, Sarah

AU - Wharry, Scott

AU - Moody, Thomas S.

AU - Lewis, Simon E.

PY - 2014/1/8

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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

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DO - 10.1039/C3QO00057E

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JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

SN - 2052-4110

IS - 1

ER -

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

Abstract

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IAA - 1st International Workshop on the Application of Nanolime for Stone Consolidation

IAA - Bioprocessing of Aromatic Molecules for Industrial Applications

Impact Acceleration Account (IAA)

MC2-Mass Spectrometry (MS)

MC2- Nuclear Magnetic Resonance (NMR)

MC2- X-ray diffraction (XRD)

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

Abstract

Access to Document

Other files and links

Fingerprint

Projects

IAA - 1st International Workshop on the Application of Nanolime for Stone Consolidation

IAA - Bioprocessing of Aromatic Molecules for Industrial Applications

Impact Acceleration Account (IAA)

Equipment

MC2-Mass Spectrometry (MS)

MC2- Nuclear Magnetic Resonance (NMR)

MC2- X-ray diffraction (XRD)

Cite this