2 コケ培養細胞中のテルペン生合成 : irregularセスキテルペン生合成と葉緑体内イソプレノイド生合成(口頭発表の部)

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Preferential labeling of the FPP-portion of chloroplastidic terpenoids incorporating isotopically labeled mevalonate were observed in cultured cells of liverworts and hornworts. Chloroplasts were isolated from cultured cells of liverworts, Heteroscyphus planus and incubated with ^3H-FPP to explain a reason for the non-equivalent labeling. ^3H-FPP was effectively taken into chloroplasts and converted to GGPP, while mevalonate was much poor precursor for the formation og GGPP. Thus uptake of FPP and its rapid conversion to GGPP is the reason for the non-equivalent labeling. It is also shown that a diverse source of supply (mevalonate pathway, 1-deoxy-D-xylulose pathway and reutilization of CO_2 from the carboxy carbon during acetate assimilation) is provided for the biosynthesis of the phytyl side-chain and carotenoids. A labeling pattern of striatol (3 in Fig.3) incorporating [2-^<13>C]- and [4,4-^2H_2]-mevalonate in cultured cells of Ptycanthus striatus indicated a proton addition to C-10 of the C10/C11 double bond and a concerted series of 1,2-migrations of hydrogen and methyl, followed by a specific elimination of a proton (not deuterium atom) at C-10 to form 3. The most uncommon tricyclic sesquiterpene, kelsoene (6 in Fig,4) was proven to be biosynthesized via a germacradienyl cation (4) and alloaromandendranyl cation (5). A labeling pattern of β-barbatene verified a 1,4-hydride shift and a double 1,2-methy migration in its formation in H. planus.
天然有機化合物討論会の論文
1998-08-31

2 コケ培養細胞中のテルペン生合成 : irregularセスキテルペン生合成と葉緑体内イソプレノイド生合成(口頭発表の部)

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