Confirming Stereochemical Structures of Strigolactones Produced by Rice and Tobacco
| Autor: | Koichi Yoneyama, Kaori Yoneyama, Kenichi Uchida, Kohki Akiyama, Seisuke Ito, Takahito Nomura, Takao Yokota, Takaya Kisugi, Hideo Hayashi, Xiaonan Xie |
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| Rok vydání: | 2013 |
| Předmět: |
root parasitic plant
Plant Exudates Nicotiana tabacum Strigolactone Stereoisomerism Striga Plant Science Biology Mass spectrometry Plant Roots tobacco Mass Spectrometry Lactones Botany strigolactone Incubation Rice plant Molecular Biology Chromatography Oryza sativa integumentary system Orobanche rice fungi Reproducibility of Results food and beverages Oryza germination stimulant biology.organism_classification Chromatography Liquid Research Article |
| Zdroj: | Molecular Plant |
| ISSN: | 1674-2052 |
| DOI: | 10.1093/mp/sss139 |
| Popis: | Summary Major strigolactones produced by rice (Oryza sativa L.) and tobacco (Nicotiana tabacum L.) were purified and their stereochemical structures were determined definitely by comparing with optically pure synthetic standards for spectroscopic data. Major strigolactones (SLs) produced by rice (Oryza sativa L. cv. Nipponbare) and tobacco (Nicotiana tabacum L. cv. Michinoku No. 1) were purified and their stereochemical structures were determined by comparing with optically pure synthetic standards for their NMR and CD data and retention times and mass fragmentations in ESI–LC/MS and GC–MS. SLs purified from root exudates of rice plants were orobanchol, orobanchyl acetate, and ent-2’-epi-5-deoxystrigol. In addition to these SLs, 7-oxoorobanchyl acetate and the putative three methoxy-5-deoxystrigol isomers were detected by LC–MS/MS. The production of 7-oxoorobanchyl acetate seemed to occur in the early growth stage, as it was detected only in the root exudates collected during the first week of incubation. The root exudates of tobacco contained at least 11 SLs, including solanacol, solanacyl acetate, orobanchol, ent-2’-epi-orobanchol, orobanchyl acetate, ent-2’-epi-orobanchyl acetate, 5-deoxystrigol, ent-2’-epi-5-deoxystrigol, and three isomers of putative didehydro-orobanchol whose structures remain to be clarified. Furthermore, two sorgolactone isomers but not sorgolactone were detected as minor SLs by LC–MS/MS analysis. It is intriguing to note that rice plants produced only orobanchol-type SLs, derived from ent-2’-epi-5-deoxystrigol, but both orobanchol-type and strigol-type SLs, derived from 5-deoxystrigol were detected in tobacco plants. |
| Databáze: | OpenAIRE |
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