title: Structural characterization of 15-hydroxytrichodiene, a sesquiterpenoid produced by transformed tobacco cell suspension cultures expressing a trichodiene synthase gene from Fusarium sporotrichioides.
abstract: Tobacco (Nicotiana tabaccum) cell suspension cultures transformed with a gene encoding trichodiene synthase, a sesquiterpene synthase from the fungus Fusarium sporotrichioides, produced a novel sesquiterpenoid derived from the in vivo production of trichodiene. Mass and nuclear magnetic resonance spectroscopic analyses identified the new compound as 15-hydroxytrichodiene. The in vivo hydroxylation of trichodiene by transformant tobacco cell suspension cultures demonstrates that the introduction of a foreign sesquiterpene synthase gene can result in the production of novel sesquiterpenoid metabolites.
authors.affiliation: Department of Botany and Plant Pathology, Michigan State University, East Lansing 48824, USA.
authors.forename: M
authors.initials: M
authors.lastname: Zook
authors.forename: K
authors.initials: K
authors.lastname: Johnson
authors.forename: T
authors.initials: T
authors.lastname: Hohn
authors.forename: R
authors.initials: R
authors.lastname: Hammerschmidt
mesh_terms: D019755:Carbon-Carbon Lyases; D002461:Cell Line, Transformed; D053138:Cyclohexenes; D005670:Fusarium / Q000201:enzymology*; D015971:Gene Expression Regulation, Enzymologic; D015966:Gene Expression Regulation, Fungal; D008190:Lyases / Q000235:genetics*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010947:Plants, Toxic; D012717:Sesquiterpenes / Q000737:chemistry* / Q000378:metabolism; D014026:Nicotiana / Q000166:cytology / Q000378:metabolism*
chemical_list: C103559:15-hydroxytrichodiene; D053138:Cyclohexenes; D012717:Sesquiterpenes; D008190:Lyases; D019755:Carbon-Carbon Lyases; C051130:trichodiene synthetase