76(P-63) チョウマメの青色花弁におけるポリアシル化アントシアニン生合成経路 : フラボノイド組成及びアントシアニン3'-グルコシルトランスフェラーゼの解析(ポスター発表の部)

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The petals of C. ternatea 'Double Blue' was known to contain 15 polyacylated anthocyanins (ternatins) (Fig. 1 and 2), and several flavonol glycosides. In addition, there are the strains of wild type of C. ternatea which differ in flower color (blue, mauve, and white). LC/MS analysis of flavonoids in the petals revealed that the blue petals of the cultivar and strain contained 15 ternatins, that the mauve petals did not contain ternatins but mainly 2, and that white petals did not contain anthocyanins. Flavonol constitution was similar among the cultivar and strains although it differed from previous results. Flavonol glycosides (8-22) including 5 new ones (8-10, 13, 16) were isolated from the petals of 'Double Blue' and newly identified with NMR, MS, UV, etc. (Fig. 3) Anthocyanins (1,2,6,7) including a new one (7) were isolated from the petals of a mauve flower strain and identified with NMR, MS, UV, etc. (Fig. 4). Crude enzyme solution from the petals of both the cultivar and blue flower strain had several glucosyltransferase activities under the existence of UDP-glucose, which transformed delphinidin to 1 (3GT), 2 to 3 and 4 (3' and 5'GT, respectively), and 3 to 4 (5'GT). It had also malonyl transferase activity under the existence of malonyl-CoA, which transformed 1 to 2 (6"MT) (Fig. 5). Crude enzyme solutions from petals of both the mauve and white flower strains did not have 3'GT and 5'GT activities. Enzymically prepared 3 (6.8mg) was structurally determined with NMR, MS, UV, etc. 3 was very minor among all the anthocyanins and it could be detectable and identified from the extract of blue petals only using LC/MS. The existence and role of 3 as an intermediate was firstly disclosed by preparing 3 enzymically. RT-PCR analysis of gene expressions revealed that the white flower strain was an ANS related mutant (Fig. 6). Moreover, 3'GT was purified from the petals of the cultivar (Fig. 7 and Table 1). Characterization and amino acid sequencing is in progress. Finally, the early steps of polyacylated anthocyanin biosynthetic pathway were proposed in Fig. 8. The investigation on the later steps including acylation of 4 is also in progress.
天然有機化合物討論会の論文
2002-09-01

76(P-63) チョウマメの青色花弁におけるポリアシル化アントシアニン生合成経路 : フラボノイド組成及びアントシアニン3'-グルコシルトランスフェラーゼの解析(ポスター発表の部)

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