title: Molecular and biochemical evolution of maize terpene synthase 10, an enzyme of indirect defense.
abstract: Maize plants attacked by lepidopteran larvae emit a volatile mixture that consists mostly of the sesquiterpene olefins, (E)-alpha-bergamotene and (E)-beta-farnesene. These volatiles are produced by the herbivore-induced terpene synthase TPS10 and attract natural enemies to the damaged plants. A survey of volatiles in maize lines and species of teosinte showed that the TPS10 products (E)-alpha-bergamotene and (E)-beta-farnesene are consistently induced by herbivory, indicating that release of TPS10 volatiles is a defense trait conserved among maize and its wild relatives. Sequence comparison of TPS10 from maize and its apparent orthologs from four teosinte species demonstrated stabilizing selection on this defense trait. The teosinte volatiles and the enzymatic activity of the apparent TPS10 orthologs were not completely uniform but varied in the ratio of (E)-alpha-bergamotene to (E)-beta-farnesene products formed. We identified a single amino acid in the active center which determines the ratio of (E)-alpha-bergamotene to (E)-beta-farnesene and has changed during the evolution of maize and teosinte species. Feeding experiments with the substrate (Z,E)-farnesyl diphosphate revealed that this amino acid controls the rate of isomerization of the (E,E)-farnesyl carbocation intermediate to the (Z,E)-configuration.
authors: Martin Luther University Halle-Wittenberg, Institute for Pharmacy, Hoher Weg 8, D-06120 Halle/Saale, Germany.
authors: Tobias G
authors: TG
authors: Köllner
authors: Max Planck Institute for Chemical Ecology, Hans-Knöll Strasse 8, D-07745 Jena, Germany.
authors: Jonathan
authors: J
authors: Gershenzon
authors: Martin Luther University Halle-Wittenberg, Institute for Pharmacy, Hoher Weg 8, D-06120 Halle/Saale, Germany. Electronic address: joerg.degenhardt@pharmazie.uni-halle.de.
authors: Jörg
authors: J
authors: Degenhardt
mesh_terms: D019883:Alkyl and Aryl Transferases / Q000235:genetics / Q000378:metabolism*; D000818:Animals; D001483:Base Sequence; D001643:Bridged Bicyclo Compounds / Q000737:chemistry / Q000494:pharmacology*; D002849:Chromatography, Gas; D005247:Feeding Behavior; D007814:Larva / Q000187:drug effects; D007915:Lepidoptera / Q000187:drug effects / Q000254:growth & development*; D008958:Models, Molecular; D016296:Mutagenesis; D010935:Plant Diseases / Q000235:genetics* / Q000469:parasitology; D012717:Sesquiterpenes / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D003313:Zea mays / Q000201:enzymology*
chemical_list: D001643:Bridged Bicyclo Compounds; D012717:Sesquiterpenes; C423904:alpha-bergamotene; C062671:beta-farnesene; D019883:Alkyl and Aryl Transferases; C108877:terpene synthase