Biotransformation of nitriles to hydroxamic acids via a nitrile hydratase–amidase cascade reaction

0360786 - MBÚ 2012 RIV NL eng J - Journal Article
Vejvoda, Vojtěch - Martínková, Ludmila - Veselá, Alicja Barbara - Kaplan, Ondřej - Lutz-Wahl, S. - Fischer, L. - Uhnáková, Bronislava
Biotransformation of nitriles to hydroxamic acids via a nitrile hydratase–amidase cascade reaction.
Journal of Molecular Catalysis B-Enzymatic. Roč. 71, 1-2 (2011), s. 51-55. ISSN 1381-1177
R&D Projects: GA MŠMT(CZ) LC06010; GA MŠMT OC09046
Institutional research plan: CEZ:AV0Z50200510
Keywords : Nitrile hydratase * Rhodococcus erythropolis * Amidase
Subject RIV: EE - Microbiology, Virology
Impact factor: 2.735, year: 2011

The transformation of benzonitrile into benzohydroxamic acid was performed by a cascade bienzymatic reaction involving nitrile hydration and acyl transfer of the intermediate benzamide onto hydroxylamine. The first step was catalyzed by either a cell-free extract from Rhodococcus erythropolis A4 (nitrile hydratase) or cell-free extracts from recombinant Escherichia coli strains expressing nitrile hydratases from Raoultella terrigena 77.1 and Klebsiella oxytoca 38.1.2; the biocatalyst in the second step was a cellfree extract from R. erythropolis A4 (amidase). When using the cell-free extract from R. erythropolis A4 in the first step, the hydrolytic amidase activity was suppressed by ammonium ions, which, however, did not inhibit the acyl transfer reaction catalyzed by the same enzyme. Aromatic and aliphatic nitriles were examined as substrates of the recombinant nitrile hydratases by using a colorimetric assay of hydroxamic acids produced in a coupled acyl transfer reaction
Permanent Link: http://hdl.handle.net/11104/0198253