101 渦鞭毛藻Gonyaulax polyedraの物質代謝(ポスター発表の部)

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Among marine organisms, dinoflagellates have provided a numerous bioactive substances with a complex structure and a potent physiological activity. However, biogenesis and biological roles of these molecules have not well be documented. We have examined detailed analyses of structures and metabolisms of bioactive compounds related to circadian rhythm of a dinoflagellate Gonyaulax polyedra. Dinoflagellate luciferin is involved in bioluminescent reaction which is controlled by circadian clock of G. polyedra. The detailed analyses of the structure established the absolute configuration of the D-ring to be the same to those of krill fluorescent substance F and chlorophylls, which is suggesting that these bioluminescent compounds might be derived biogenetically from chlorophylls or their related compounds. The CD spectrum of luciferin is almost superimposable to that of krill fluorecent compound F, indicating their gross strutures are similar to each other and a hydroxyl group at A-ring is involved in molecular recognition of their bioluminescent reactions. During the course of our studies on biogenesis of gonyauline, we found that a new sulfonium compound, gonyol was accumulated in G. polyedra. The structure of gonyol has been determined by spectroscopic method and establishted by chemical synthesis as 3S-5-dimethylsulfonio-3-hydroxy-propionate. Feeding experiments of labeled methionine to G. polyedra revealted that gonyauline as well as gonyol are derived biogenetically from methionine by several steps such as decarboxylation and carbon elongation reactions. These data suggested that dinoflagellates contained various sulfonium compounds derived from methionine through common intermediates such as β-dimethylsulfoniopropionate.
天然有機化合物討論会の論文
1993-09-10

101 渦鞭毛藻Gonyaulax polyedraの物質代謝(ポスター発表の部)

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