Biodihydroxylation of substituted quinolines and isoquinolines by recombinant whole-cell mediated biotransformations

Muhammad Farooq Zia, Ágnes G. Vasko, Zsuzsanna Riedl, Christian Hametner, György Hajós, Kurt Mereiter, Marko D. Mihovilovic

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The recombinant whole-cell mediated biooxygenation of various quinolines and isoquinolines was investigated employing three different dioxygenases of bacterial origin. Substrate screening focused on the biotransformation of cyano-substituted azaarenes, in particular. Efficiently accepted substrates were submitted to scale-up of the enzyme mediated reaction to preparative scale. The regio- and stereoselectivity of the obtained metabolites was established by NMR and X-ray diffraction after appropriate derivatization.

Original languageEnglish
Pages (from-to)7348-7355
Number of pages8
JournalTetrahedron
Volume72
Issue number46
DOIs
Publication statusPublished - 2016

Keywords

  • Asymmetric synthesis
  • Biocatalysis
  • Chemoenzymatic synthesis
  • Dioxygenases
  • cis-Dihydrodiols

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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