title: 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.
authors.affiliation: Roy J. Carver Department of Biochemistry, Biophysics & Molecular Biology, Iowa State University, Ames, IA 50011, USA. rjpeters@iastate.edu.
authors.forename: S
authors.initials: S
authors.lastname: Mafu
authors.affiliation: Roy J. Carver Department of Biochemistry, Biophysics & Molecular Biology, Iowa State University, Ames, IA 50011, USA. rjpeters@iastate.edu.
authors.forename: K C
authors.initials: KC
authors.lastname: Potter
authors.affiliation: Roy J. Carver Department of Biochemistry, Biophysics & Molecular Biology, Iowa State University, Ames, IA 50011, USA. rjpeters@iastate.edu.
authors.forename: M L
authors.initials: ML
authors.lastname: Hillwig
authors.affiliation: Roy J. Carver Department of Biochemistry, Biophysics & Molecular Biology, Iowa State University, Ames, IA 50011, USA. rjpeters@iastate.edu.
authors.forename: S
authors.initials: S
authors.lastname: Schulte
authors.affiliation: Roy J. Carver Department of Biochemistry, Biophysics & Molecular Biology, Iowa State University, Ames, IA 50011, USA. rjpeters@iastate.edu.
authors.forename: J
authors.initials: J
authors.lastname: Criswell
authors.affiliation: Roy J. Carver Department of Biochemistry, Biophysics & Molecular Biology, Iowa State University, Ames, IA 50011, USA. rjpeters@iastate.edu.
authors.forename: R J
authors.initials: RJ
authors.lastname: Peters
mesh_terms: D019883:Alkyl and Aryl Transferases / Q000378:metabolism*; D002623:Chemistry Techniques, Analytical / Q000379:methods*; D003500:Cyclization; D008401:Gas Chromatography-Mass Spectrometry; D008954:Models, Biological; D008958:Models, Molecular
chemical_list: D019883:Alkyl and Aryl Transferases; C108877:terpene synthase