Biotransformation of heterocyclic dinitriles by Rhodococcus erythropolis and fungal nitrilases
Autor: | Marek Kuzma, Ondřej Šveda, Vladimír Křen, Ludmila Martínková, Věra Přikrylová, Veronika Elišáková, Helena Pelantová, David Kubáč, Vojtěch Vejvoda, Ondřej Kaplan, Michal Himl |
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Rok vydání: | 2007 |
Předmět: |
Stereochemistry
Bioengineering Applied Microbiology and Biotechnology Nitrilase Substrate Specificity Amidase Biotransformation Aminohydrolases Heterocyclic Compounds Nitrile hydratase Nitriles Rhodococcus Organic chemistry Chromatography High Pressure Liquid chemistry.chemical_classification biology Hydrolysis Aspergillus niger Fungi General Medicine biology.organism_classification Amides chemistry Heterocyclic compound Yield (chemistry) Fusarium solani Biotechnology |
Zdroj: | Biotechnology Letters. 29 |
ISSN: | 1573-6776 0141-5492 |
DOI: | 10.1007/s10529-007-9364-z |
Popis: | 2,6-Pyridinedicarbonitrile (1a) and 2,4-pyridinedicarbonitrile (2a) were hydrated by Rhodococcus erythropolis A4 to 6-cyanopyridine-2-carboxamide (1b; 83% yield) and 2-cyanopyridine-4-carboxamide (2b; 97% yield), respectively, after 10 min. After 118 h, the intermediates 1b or 2b were transformed into 2,6-pyridinedicarboxamide (1c; 35% yield) and 2,6-pyridinedicarboxylic acid (1d; 60% yield) or 2-cyanopyridine-4-carboxylic acid (2c; 64% yield), respectively. The nitrilase from Fusarium solani afforded cyanocarboxylic acids 1e and 2c after 118 h (yields 95 and 62%, respectively). 3,4-Pyridinedicarbonitrile (3a) and 2,3-pyrazinedicarbonitrile (4a) were inferior substrates of nitrile hydratase and nitrilase. |
Databáze: | OpenAIRE |
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