28 海洋細菌および組換え大腸菌の生産する新規カロテノイド配糖体(口頭発表の部)

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Astaxanthin is known as a red carotenoid distributed in salmons, shrimps, and crabs. We reported the first isolation of an astaxanthin-producing bacterium Agrobacterium aurantiacum, and the elucidation of astaxanthin biosynthetic pathway at levels of the genes and enzymes through the cloning of the biosynthetic genes and the expression in E. coli. We describe here the isolation and the structure determination of new carotenoid glucosides isolated from the polar fractions of Me_2CO extracts of A. aurantiacum, and production of astaxanthin (di) glucoside by E. coli transformants through approach of metabolic engineering. When A. aurantiacum was cultured in the medium containing glucose, two new carotenoid glucosides, (3S, 3'S)-astaxanthin β-D-glucoside (1) and (3S, 3'R)-adonixanthin 3-β-D-glucoside (2), were isolated. These structures were determined by spectral means. Two transformed strains, E. coli JM109 (pACCAR25, pAK916) and E. coli JM109 (pACCAR16, pAK96K), were constructed. The both strains have the seven carotenoid biosynthetic genes, crtE, crtB, crtI, crtY, crtZ, crtW, and crtX, which were isolated from the bacterium Erwinia uredovora or A. aurantiacum. From the former strainas, compound 1 was isolated as a major component. From the individual strains, new carotenoid glucosides (3S, 3'S)-astaxanthin β-D-diglucoside (3) and (3S, 3'R)-adonixanthin 3'-β-D-glucoside (4) were isolated. These structures were also determined by spectral means. The biological activities of hydrophilic carotenoids produced by natural or transformed strains will be investigated.
天然有機化合物討論会の論文
1997-07-20

28 海洋細菌および組換え大腸菌の生産する新規カロテノイド配糖体(口頭発表の部)

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