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Enzymatic Oxidation of Methyl Groups on Aromatic Heterocycles: A Versatile Method for the Preparation of Heteroaromatic Carboxylic Acids
Author(s) -
Kiener Andreas
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199207741
Subject(s) - chemistry , pseudomonas putida , pyrazine , thiophene , pyrrole , pyridine , organic chemistry , furan , yield (engineering) , carboxylic acid , pyrazole , enzyme , materials science , metallurgy
Heteroarenes such as pyrrole, pyrazole, furan, thiophene, pyridine, and pyrazine substituted by one or more methyl groups can be oxidized to the corresponding monocarboxylic acids by the bacterial strain Pseudomonas putida ATCC 33015 grown on para ‐xylene. Within 50 h on a 20 L scale, 20 gL −1 of 2,5‐dimethyl‐pyrazine ( 1 ) could be converted in quantitative yield to 5‐methylpyrazine‐2‐carboxylic acid (as the sodium salt 2 ).