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

    Research output: Contribution to journalArticlepeer-review

    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, ?-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 & catalysis
    Volume357
    Issue number8
    DOIs
    Publication statusPublished - 26 May 2015

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