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Prenylation of Benzoic Acid Derivatives Catalyzed by a Transferase from Escherichia coli Overproduction: Method Development and Substrate Specificity
Author(s) -
Wessjohann Ludger,
Sontag Bernd
Publication year - 1996
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.199616971
Subject(s) - substrate (aquarium) , catalysis , prenylation , chemistry , alkylation , transferase , benzoic acid , enzyme , overproduction , combinatorial chemistry , stereochemistry , biochemistry , organic chemistry , biology , ecology
The enzymatic Friedel–Crafts alkylation for the synthesis of up to fivefold ring‐substituted 3‐polyprenylbenzoic acid derivatives can be accomplished regiospecifically with a polyprenyl‐transferase, which exhibits a surprisingly broad substrate spectrum ([Eq. (a)]; OPP = pyrophosphate). Although a membrane enzyme, its simple production and enrichment, and good shelf life provide an excellent basis for general use in organic synthesis.