Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols

Derek R. Boyd*, Narain D. Sharma, M. Victoria Berberian, Marcel Cleij, Christopher Hardacre, Vera Ljubez, Gareth McConville, Paul J. Stevenson, Leonid A. Kulakov, Christopher C. R. Allen

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase enzymes, expressed in Pseudomonas putida wild-type and Escherichia coli recombinant strains, were used to investigate regioselectivity and stereoselectivity during dehydrogenations of arene, cyclic alkane and cyclic alkene vicinal cis-diols. The dehydrogenase-catalysed production of enantiopure cis-diols, α-ketols and catechols, using benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase, involved both kinetic resolution and asymmetric synthesis methods. The chemoenzymatic production and applications of catechol bioproducts in synthesis were investigated.

Original languageEnglish
Pages (from-to)1881-1894
Number of pages14
JournalAdvanced Synthesis and Catalysis
Volume357
Issue number8
Early online date18 May 2015
DOIs
Publication statusPublished - 26 May 2015

Cite this