title: Biosynthesis of the irregular monoterpene artemisia ketone, the sesquiterpene germacrene D and other isoprenoids in Tanacetum vulgare L. (Asteraceae).
abstract: The incorporation of [1-13C]-labeled glucose into the irregular monoterpene artemisia ketone, the regular monoterpenes camphor and beta-thujone, the sesquiterpene germacrene D, the diterpene trans-phytol and beta-sitosterol and isofucosterol has been studied in axenic cultures of Tanacetum vulgare L. (Asteraceae). Quantitative 13C NMR spectroscopic analysis of the resulting labeling patterns showed that the isoprene units of the monoterpenes and the diterpene are formed via the methylerythritol phosphate (MEP) pathway, whereas the isoprene building blocks of the sesquiterpene and the sterols originate from the mevalonic acid (MVA) pathway.
authors.affiliation: FR 8.7, Pharmakognosie und Analytische Phytochemie der Universität des Saarlandes, 66041 Saarbrücken, Germany.
authors.forename: Dirk
authors.initials: D
authors.lastname: Umlauf
authors.forename: Josef
authors.initials: J
authors.lastname: Zapp
authors.forename: Hans
authors.initials: H
authors.lastname: Becker
authors.forename: Klaus Peter
authors.initials: KP
authors.lastname: Adam
mesh_terms: D000081008:Bicyclic Monoterpenes; D002164:Camphor / Q000378:metabolism; D004224:Diterpenes / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D039821:Monoterpenes / Q000378:metabolism*; D045788:Sesquiterpenes, Germacrane / Q000096:biosynthesis* / Q000737:chemistry; D012855:Sitosterols / Q000378:metabolism; D013265:Stigmasterol / Q000031:analogs & derivatives* / Q000378:metabolism; D031203:Tanacetum / Q000737:chemistry / Q000378:metabolism*; D013729:Terpenes / Q000737:chemistry / Q000378:metabolism*
chemical_list: D000081008:Bicyclic Monoterpenes; D004224:Diterpenes; D039821:Monoterpenes; D045788:Sesquiterpenes, Germacrane; D012855:Sitosterols; D013729:Terpenes; C494252:artemisia ketone; C015896:fucosterol; C025473:gamma-sitosterol; D002164:Camphor; C005790:beta-thujone; D013265:Stigmasterol; C494251:trans-phytol; C027259:germacrene D