有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
細菌表層の生物活性糖質・グラム陽性菌のリポタイコ酸の合成
楠本 正一深瀬 浩一
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1992 年 50 巻 5 号 p. 401-409

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Synthesis is described of proposed structures (1 and 2) of lipoteichoic acid (LTA) from Streptococcus pyogenes and Enterococcus hirae, which were recently found to have immunostimulating activity. LTA is an amphiphilic molecule composed of covalently bound glycolipid and poly (glycerol phosphate). The glycolipid parts of 1 and 2 were prepared by stepwise formation of α-glycosidic bonds by use of appropriate glycosyl fluorides and then coupled with the glycerol phosphate moieties which were prepared by the phosphoroamidite procedure. Selective protection of hydroxyl groups with p-nitrobenzyl and p-pivaloylaminobenzyl groups is also described.

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