46 古細菌細胞膜脂質の生合成機構(口頭発表の部)

概要

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Feeding experiments with chirally deuterated glycerol and deuterated glucose to the culture of an extreme halophile Halobacterium halobium and ^1H- and ^2H-nmr analyses of the deuterium enriched 2,3-di-O-phytanyl glycerol were undertaken to study the biosynthesis of the membrane unit lipid of archaebacteria from stereochemical and metabolic standpoints. The results that the C-6 of glucose and the sn-C-3 of glycerol were stereospecifically incorporated without loss of any methylene hydrogens into the sn-C-1 of the lipid which carries a polar head group strongly imply that the carbohydrate metabolism of H. halobium is identical with that of evolutionary diverged eubacteria and eukaryotes which contain 1,2-di-O-acyl glycerol in the membrane and that stereochemical inversion apparently takes place at the C-2 position of glycerol to form 2,3-di-O-alkylated glycerol lipids of archaebacteria. Also observed was the loss of the C-2 hydrogen of glycerol, which may suggest involvement of oxido-reduction during the stereochemical inversion of the glycerol moiety in the lipid biosynthesis. A possible mechanism involving sn-1-O-alkyl dihydroxyacetone phosphate is discussed.
天然有機化合物討論会の論文
1988-09-26