Structural characterization of 15-hydroxytrichodiene, a sesquiterpenoid produced by transformed tobacco cell suspension cultures expressing a trichodiene synthase gene from Fusarium sporotrichioides.
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.
Zook
M
M
Department of Botany and Plant Pathology, Michigan State University, East Lansing 48824, USA.
Johnson
K
K
Hohn
T
T
Hammerschmidt
R
R
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*
C103559:15-hydroxytrichodiene; D053138:Cyclohexenes; D012717:Sesquiterpenes; D008190:Lyases; D019755:Carbon-Carbon Lyases; C051130:trichodiene synthetase