title: Suites of terpene synthases explain differential terpenoid production in ginger and turmeric tissues.
abstract: The essential oils of ginger (Zingiber officinale) and turmeric (Curcuma longa) contain a large variety of terpenoids, some of which possess anticancer, antiulcer, and antioxidant properties. Despite their importance, only four terpene synthases have been identified from the Zingiberaceae family: (+)-germacrene D synthase and (S)-β-bisabolene synthase from ginger rhizome, and α-humulene synthase and β-eudesmol synthase from shampoo ginger (Zingiber zerumbet) rhizome. We report the identification of 25 mono- and 18 sesquiterpene synthases from ginger and turmeric, with 13 and 11, respectively, being functionally characterized. Novel terpene synthases, (-)-caryolan-1-ol synthase and α-zingiberene/β-sesquiphellandrene synthase, which is responsible for formation of the major sesquiterpenoids in ginger and turmeric rhizomes, were also discovered. These suites of enzymes are responsible for formation of the majority of the terpenoids present in these two plants. Structures of several were modeled, and a comparison of sets of paralogs suggests how the terpene synthases in ginger and turmeric evolved. The most abundant and most important sesquiterpenoids in turmeric rhizomes, (+)-α-turmerone and (+)-β-turmerone, are produced from (-)-α-zingiberene and (-)-β-sesquiphellandrene, respectively, via α-zingiberene/β-sesquiphellandrene oxidase and a still unidentified dehydrogenase.
authors.affiliation: Department of Plant Sciences and Bio5 Institute, The University of Arizona, Tucson, Arizona, United States of America.
authors.forename: Hyun Jo
authors.initials: HJ
authors.lastname: Koo
authors.forename: David R
authors.initials: DR
authors.lastname: Gang
mesh_terms: D019883:Alkyl and Aryl Transferases / Q000737:chemistry / Q000502:physiology*; D002460:Cell Line; D045744:Cell Line, Tumor; D003001:Cloning, Molecular; D003062:Codon; D030024:Curcuma / Q000378:metabolism*; D017931:DNA Primers / Q000235:genetics; D018076:DNA, Complementary / Q000378:metabolism; D004926:Escherichia coli / Q000378:metabolism; D020224:Expressed Sequence Tags; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods; D020939:Zingiber officinale / Q000378:metabolism*; D006801:Humans; D008956:Models, Chemical; D008968:Molecular Conformation; D010802:Phylogeny; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D027343:Rhizome / Q000737:chemistry; D013696:Temperature; D013729:Terpenes / Q000737:chemistry*; D015003:Yeasts / Q000378:metabolism
chemical_list: D003062:Codon; D017931:DNA Primers; D018076:DNA, Complementary; D010936:Plant Extracts; D013729:Terpenes; D019883:Alkyl and Aryl Transferases; C108877:terpene synthase