Substrate Profiling of the Cobalt Nitrile Hydratase from Rhodococcus rhodochrous ATCC BAA 870
| Autor: | Moira L. Bode, Varsha P Chhiba-Govindjee, Adelaide R Mashweu, Dean Brady |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Models
Molecular Nitrile biocatalysis Pyridines Pharmaceutical Science chemistry.chemical_element 01 natural sciences Medicinal chemistry Article Catalysis Analytical Chemistry Adduct Substrate Specificity lcsh:QD241-441 03 medical and health sciences chemistry.chemical_compound Suzuki reaction lcsh:Organic chemistry Nitrile hydratase Drug Discovery Rhodococcus Physical and Theoretical Chemistry Hydro-Lyases 030304 developmental biology 0303 health sciences biology Molecular Structure 010405 organic chemistry green chemistry Organic Chemistry Active site nitrile hydratase Rhodococcus rhodochrous Cobalt biology.organism_classification 0104 chemical sciences chemistry Chemistry (miscellaneous) Biocatalysis carboxamide biology.protein Molecular Medicine bacteria |
| Zdroj: | Molecules Volume 25 Issue 1 Molecules, Vol 25, Iss 1, p 238 (2020) |
| ISSN: | 1420-3049 |
| Popis: | The aromatic substrate profile of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC BAA 870 was evaluated against a wide range of nitrile containing compounds (> 60). To determine the substrate limits of this enzyme, compounds ranging in size from small (90 Da) to large (325 Da) were evaluated. Larger compounds included those with a bi-aryl axis, prepared by the Suzuki coupling reaction, Morita&ndash Baylis&ndash Hillman adducts, heteroatom-linked diarylpyridines prepared by Buchwald&ndash Hartwig cross-coupling reactions and imidazo[1,2-a]pyridines prepared by the Groebke&ndash Blackburn&ndash Bienaymé multicomponent reaction. The enzyme active site was moderately accommodating, accepting almost all of the small aromatic nitriles, the diarylpyridines and most of the bi-aryl compounds and Morita&ndash Hillman products but not the Groebke&ndash products. Nitrile conversion was influenced by steric hindrance around the cyano group, the presence of electron donating groups (e.g., methoxy) on the aromatic ring, and the overall size of the compound. |
| Databáze: | OpenAIRE |
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