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Biotransformation of N‐(2‐alkylamino‐4‐phenylimidazol‐1‐yl)‐acetamides and kinetic studies by using cells and laccase from Trametes versicolor
Author(s) -
Mikolasch Annett,
Schauer Frieder
Publication year - 2003
Publication title -
journal of basic microbiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.58
H-Index - 54
eISSN - 1521-4028
pISSN - 0233-111X
DOI - 10.1002/jobm.200310280
Subject(s) - trametes versicolor , biotransformation , laccase , benzoic acid , chemistry , incubation , organic chemistry , acetic acid , stereochemistry , enzyme , biochemistry
The product pattern of biotransformation of different N‐(2‐alkylamino‐4‐phenylimidazol‐1‐yl)‐acetamides were compared. N‐(2‐alkylamino‐4‐phenylimidazol‐1‐yl)‐acetamides were transformed by Trametes versicolor into two types of aromatic products identified by chemical structure analysis: 1. Novel heteroaromatic compounds, such as: 2‐(alkylamino)‐4‐phenylimidazoles, N‐(2‐alkylamino‐5‐formyl‐4‐phenylimidazol‐1‐yl)‐acetamides, N ‐(2‐alkylimino‐3‐hydroxy‐4‐phenyl‐2,3‐dihydroimidazol‐1‐yl)‐acetamides and N ‐(2‐alkylimino‐5‐oxo‐4‐phenyl‐2,5‐dihydroimidazol‐1‐yl)‐acetamides, 2. Novel compounds arising from coupling of two molecules of the substrate. These aromatic compounds were produced from the beginning of incubation by cultures of T. versicolor . In addition to these two types of biotransformation products, monoaromatics such as oxophenyl acetic acid, benzoic acid, and benzyl alcohol were formed as degradation products resulting from an extended incubation of the substrates and from the degradation of the first two types of transformation products. Crude preparations of laccase from T. versicolor catalysed only the formation of novel heteroaromatic compounds, though they do so with higher yields and in shorter time than cultures of T. versicolor .