The bioconversion of 5-deoxystrigol to sorgomol by the sorghum, Sorghum bicolor (L.) Moench

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• 作者：Noriko Motonami ; Kotomi Ueno ; Hitomi Nakashima ; Saki Nomura ; Masaharu Mizutani ; Hirosato Takikawa ; Yukihiro Sugimoto
• 关键词：Sorghum ; Sorghum bicolor ; Poaceae ; Bioconversion ; Strigolactone ; Sorgomol ; 5-Deoxystrigol
• 刊名：Phytochemistry
• 出版年：2013
• 出版时间：September, 2013
• 年：2013
• 卷：93
• 期：Complete
• 页码：41-48
• 全文大小：1111 K

文摘

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¡ä-epi-5-deoxystrigol were absorbed by sorghum roots, converted to sorgomol and ent-2¡ä-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.