Isonitrile Formation by a Non-heme Iron(II)-dependent Oxidase/Decarboxylase
| Autor: | Ryan Khalaf, Wenjun Zhang, Yao-Bing Huang, Catherine L. Drennan, Nicholas C. Harris, Joelle Martin, Wenlong Cai, David A. Born |
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| Přispěvatelé: | Massachusetts Institute of Technology. Department of Biology, Massachusetts Institute of Technology. Department of Chemistry |
| Rok vydání: | 2018 |
| Předmět: |
Models
Molecular isocyanide Carboxy-Lyases Stereochemistry Virulence 010402 general chemistry 01 natural sciences acyl-acyl carrier protein ligase Catalysis Article 03 medical and health sciences chemistry.chemical_compound Protein structure Biosynthesis Models Oxidoreductase Nitriles Ferrous Compounds Non heme iron oxidoreductase Oxidative decarboxylation 030304 developmental biology chemistry.chemical_classification 0303 health sciences Oxidase test Molecular Structure 010405 organic chemistry Organic Chemistry Molecular General Chemistry Streptomyces coeruleorubidus Streptomyces 0104 chemical sciences 3. Good health Enzyme chemistry protein structures Chemical Sciences Biocatalysis biosynthesis Oxidoreductases |
| Zdroj: | Angewandte Chemie (International ed. in English), vol 57, iss 31 PMC |
| DOI: | 10.1101/308460 |
| Popis: | The electron-rich isonitrile is an important functionality in bioactive natural products, but its biosynthesis has been restricted to the IsnA family of isonitrile synthases. We herein provide the first structural and biochemical evidence of an alternative mechanism for isonitrile formation. ScoE, a putative non-heme iron(II)-dependent enzyme from Streptomyces coeruleorubidus, was shown to catalyze the conversion of (R)-3-((carboxymethyl)amino)butanoic acid to (R)-3-isocyanobutanoic acid through an oxidative decarboxylation mechanism. This work further provides a revised scheme for the biosynthesis of a unique class of isonitrile lipopeptides, of which several members are critical for the virulence of pathogenic mycobacteria. National Institutes of Health (U.S.). Molecular Biophysics Training Grant (T32 GM008313) |
| Databáze: | OpenAIRE |
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