There were other posters than mine at Biotrans2011 which looked at nitrile active enzymes (from the groups of Norbert Klempier and Ludmila Martinkova). One of the issues that came up more than once was how sometimes nitrilases can sometimes stop being nitrile hydrolyzers and become nitrile hydraters (like NHases). This is an interesting topic in itself because, in terms of synthetic chemistry utility, nitrilases are probably more widely applicable than nitrile hydratases, and predicting when a particular nitrilase isnt quite up to the full hydrolysis could be a useful timesaver. In my experience, some IMAC purified nitrilases that we have worked with have upset commercial collaborators in stopping at the primary amide and not producing any carboxylic acid product, and the effect has been reported in the literature before, summarized in Martinkova and Kren 's recent nitrilase review.
Ludmila Martínková, Vladimír Křen, Biotransformations with nitrilases, Current Opinion in Chemical Biology, Volume 14, Issue 2, April 2010, Pages 130-137, 10.1016/j.cbpa.2009.11.018.
Obviously this leads me to the reverse query... Is it possible to get a nitrile hydratase to hydrate a nitrile under extreme/altered conditions?
Wednesday, 26 October 2011
When nitrilases act like nitrile hydratases...
Labels:
Klempier,
Martinkova,
nitrilase,
nitrile hydratase
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