Arene Diol Dehydrogenase Catalysed Regio- and Stereo- Selective 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 M CONVILLE; PAUL J. STEVENSON; LEONID A. KULAKOV; CHRISTOPHER C. R. ALLEN

Advanced Synthesis & Catalysis

Wiley-VCH

Año: 2015 vol. 357 p. 1881 - 1894

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.