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Novel Product Chemistry from Mechanistic Analysis of ent ‐Copalyl Diphosphate Synthases from Plant Hormone Biosynthesis
Author(s) -
Potter Kevin,
Criswell Jared,
Zi Jiachen,
Stubbs Alisha,
Peters Reuben J.
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201402911
Subject(s) - biosynthesis , chemistry , biochemistry , plant hormone , enzyme , gene
An active‐site water molecule coordinated by conserved histidine and asparagine residues seems to serve as the catalytic base in all ent ‐copalyl diphosphate synthases (CPSs). When these residues are substituted by alanine, the mutant CPSs produce stereochemically novel ent ‐8‐hydroxy‐CPP. Given the requisite presence of CPSs in all land plants for gibberellin phytohormone biosynthesis, such plasticity presumably underlies the observed extensive diversification of the resulting labdane‐related diterpenoids.