P-20 高度好熱菌Thermus thermophilusの産生する新規カロテノイド配糖体エステル(ポスター発表の部)

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Although thermophilic eubacterium Thermus thermophilus were known to produce yellow carotenoids, the systematic structural studies on these carotenoids have not been carried out. Recently. Hoshino et al. have reported carotenoid overproducing strain T. thermophilus Cop101(pCop1) by self-cloning of one of the carotenogenic gene crtB. The cultured cells of the strain were extracted, and carotenoids were transferred into organic layer. The extracts were purified by silica gel column and ODS-HPLC, to afford thermozeaxanthins (1a-1c), thermobiszeaxanthins (2a-2c), and thermocryptoxanthins (3a-3c). On saponification, peaks for 11-14min of unsaponified extract were disappeared, and new peaks were detected at earlier Rt in analytical HPLC (Fig. 1), which are the same Rt as those of zeaxanthin mono- and di-glucoside, suggesting that these were carotenoid-glycoside-fatty acid esters. ^1H-NMR of 1a indicated that 1a consisted of zeaxanthin, β-glucose, and branched fatty acid. Finally, 1a was determined as zeaxanthin-β-glucoside-fatty acid (iC13) ester with extensive NMR studies, HRFABMS, and GC-MS of methanolyzed product. Similarly, 1b and 1c were determined as iC15 and iC17 esters of zeaxanthin-β-glucoside, respectively. By the same methods, 2a-2c and 3a-3c were identified as symmetrical bis-fatty acid esters of zeaxanthin-β-glucoside and fatty acid esters of β-cryptoxanthin-β-glucoside, respectively. Carotenoid-glucoside-esters in this study may provide new mechanism for the stabilization of the membrane at high temperature in thermophilic eubacterium T. thermophilus. Because it suggests that carotenoid moiety exists in the lipid bilayer, glucose moiety exists at the surface of the membrane, and branched fatty acid moiety re-exists in the lipid bilayer, like "hook" (Fig. 2).
天然有機化合物討論会の論文
1995-09-01

P-20 高度好熱菌Thermus thermophilusの産生する新規カロテノイド配糖体エステル(ポスター発表の部)

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