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Synthesis of Heterocyclic Terpenoids by Promiscuous Squalene–Hopene Cyclases
Author(s) -
Seitz Miriam,
Syrén PerOlof,
Steiner Lisa,
Klebensberger Janosch,
Nestl Bettina M.,
Hauer Bernhard
Publication year - 2013
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201300018
Subject(s) - chemistry , squalene , terpenoid , biocatalysis , stereochemistry , nucleophile , substrate (aquarium) , stereospecificity , catalysis , combinatorial chemistry , organic chemistry , reaction mechanism , biology , ecology
Promiscuous enzymes : The substrate promiscuity of squalene–hopene cyclases has been explored and applied in the enzyme‐catalyzed synthesis of heterocyclic terpenoids. Features of this work include cyclization reactions without pyrophosphate activation, and stereospecific ring closure of substrates of varying chain length and terminal nucleophile. This provides a biocatalytic alternative to traditional chemical catalysts.