Issue 70, 2015

Efficient heterocyclisation by (di)terpene synthases

Abstract

While cyclic ether forming terpene synthases are known, the basis for such heterocyclisation is unclear. Here it is reported that numerous (di)terpene synthases, particularly including the ancestral ent-kaurene synthase, efficiently produce isomers of manoyl oxide from the stereochemically appropriate substrate. Accordingly, such heterocyclisation is easily accomplished by terpene synthases. Indeed, the use of single residue changes to induce production of the appropriate substrate in the upstream active site leads to efficient bifunctional enzymes producing isomers of manoyl oxide, representing novel enzymatic activity.

Graphical abstract: Efficient heterocyclisation by (di)terpene synthases

Supplementary files

Article information

Article type
Communication
Submitted
11 Jul 2015
Accepted
21 Jul 2015
First published
21 Jul 2015

Chem. Commun., 2015,51, 13485-13487

Author version available

Efficient heterocyclisation by (di)terpene synthases

S. Mafu, K. C. Potter, M. L. Hillwig, S. Schulte, J. Criswell and R. J. Peters, Chem. Commun., 2015, 51, 13485 DOI: 10.1039/C5CC05754J

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