21. 重水素化トリテルペノイドの合成とhmg1変異体におけるトリテルペノイドの定量分析

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Plants produce a wide variety of isoprenoid compounds. The triterpenes that derive from a common precursor, squalene, are divided into two groups; phytosterols derived from cycloartenol, and triterpenoids, such as β -amyrin and lupeol. Extensive studies on the biosynthesis of phytosterols, especially biosynthesis from campesterol to brassinosteroids, have been done in this decade. Mutants for the biosynthetic pathway and isotopes of phytosterols contributed to comprehensive understanding of the pathway. On the other hand, biosynthesis network of triterpenoids are not well understood. hmg1, a loss of function mutant of HMG-CoA reductase which catalyzes the first committed step in isoprenoid biosynthesis pathway, showed pleiotropic phenotypes and reduced sterol levels (Suzuki et al. 2004). Because the mutant phenotypes are recovered by exogenous treatment of squalene, it is important to examine the profile of triterpenoids in hmg1 mutant in detail. In Arabidopsis, β -amyrin, α -amyrin and lupeol were found to be major triterpenoids. So, we synthesize these three of deuterated triterpenoids for precise quantification of the chemicals. Deuterated β -amyrin, α -amyrin and lupeol were synthesized from oleanolic acid, ursolic acid and betulinic acid, respectively. Quantification of triterpenoids was performed using the synthetic compounds by GC-MS. As a result, triterpenoid levels in hmg1 mutant were lower than in the wild type. Thus, hmg1 mutant is a useful tool in the elucidation of the relation between the physiological roles of various triterpenes and pleiotropic phenotypes found in the mutant. Furthermore, taraxasterol, which had not been identified in Arabidopsis, was detected from both inflorescences and roots of the plant.
植物化学調節学会の論文
2004-10-13

21. 重水素化トリテルペノイドの合成とhmg1変異体におけるトリテルペノイドの定量分析

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