title: The bioconversion of 5-deoxystrigol to sorgomol by the sorghum, Sorghum bicolor (L.) Moench.
abstract: Strigolactones, important rhizosphere signalling molecules and a class of phytohormones that control shoot architecture, are apocarotenoids of plant origin. They have a structural core consisting of a tricyclic lactone connected to a butyrolactone group via an enol ether bridge. Deuterium-labelled 5-deoxystrigol stereoisomers were administered to aquacultures of a high sorgomol-producing sorghum cultivar, Sorghum bicolor (L.) Moench, and conversion of these substrates to sorgomol stereoisomers was investigated. Liquid chromatography-mass spectrometry analyses established that 5-deoxystrigol (5-DS) and ent-2'-epi-5-deoxystrigol were absorbed by sorghum roots, converted to sorgomol and ent-2'-epi-sorgomol, respectively, and exuded out of the roots. The conversion was inhibited by uniconazole-P, implying the involvement of cytochrome P450 in the hydroxylation. These results provide experimental evidence for the postulated biogenetic scheme for formation of strigolactones, in which hydroxylation at C-9 of 5-DS can generate sorgomol.
authors.affiliation: Graduate School of Agricultural Science, Kobe University, Rokkodai, Nada, Kobe 657-8501, Japan.
authors.forename: Noriko
authors.initials: N
authors.lastname: Motonami
authors.forename: Kotomi
authors.initials: K
authors.lastname: Ueno
authors.forename: Hitomi
authors.initials: H
authors.lastname: Nakashima
authors.forename: Saki
authors.initials: S
authors.lastname: Nomura
authors.forename: Masaharu
authors.initials: M
authors.lastname: Mizutani
authors.forename: Hirosato
authors.initials: H
authors.lastname: Takikawa
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Sugimoto
mesh_terms: D002853:Chromatography, Liquid; D007783:Lactones / Q000737:chemistry / Q000378:metabolism*; D013058:Mass Spectrometry; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry / Q000378:metabolism; D045868:Sorghum / Q000737:chemistry / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: C528323:5-deoxystrigol; D007783:Lactones; C586985:sorgomol
keywords: 5-Deoxystrigol; Bioconversion; Poaceae; Sorghum; Sorghum bicolor; Sorgomol; Strigolactone