【摘要】：正炭疽桿菌表面糖抗原(圖1)是炭疽桿菌細(xì)胞莢膜的主要成分~([1]),炭疽桿菌表面糖抗原的人工合成對炭疽疫苗的研發(fā)具有重大意義~([2])。1-叔丁基二苯基硅烷基-2-疊氮-3-O-(α-四-O-芐基-1-氧代-β-D-吡喃半乳糖基)-4,6-O-對甲氧基芐基-β-D-吡喃葡萄糖苷(1)是化學(xué)合成炭疽桿菌表面糖抗原的重要中間體。同類β-硫苷糖基化得到的1,3位連接的二糖產(chǎn)物為α、β構(gòu)型混合物,α構(gòu)型產(chǎn)率基本維持在17%~54%~([3-5]),由于本研究中單糖受體上的保護(hù)基位阻較大,導(dǎo)致路線(圖2)中的二糖化合物(1)的預(yù)實(shí)驗(yàn)產(chǎn)率僅為21.1%,大大阻
[Abstract]:The surface sugar antigen of Bacillus anthracis (fig. 1) is the main component of Bacillus anthracis cell capsule ~ ([1]). The artificial synthesis of surface sugar antigen of Bacillus anthracis is of great significance to the development of anthrax vaccine ~ ([2]) .1-Tertiary Ding Ji diphenylsilyl -2-azido-3-O- (偽 -) Tetra-O-benzyl-1-oxo-beta-D-galactosyl) -46-O- p-methoxybenzyl- 尾 -D- glucopyranoside (1) is an important intermediate for the chemical synthesis of surface sugar antigen of Bacillus anthracis. The congener 尾 -thiosylglycosylation product was a mixture of 偽 and 尾 configuration, and the yield of 偽 configuration was maintained at 17554 ~ ([3-5]). Because of the large steric resistance of the monosaccharide receptor in this study, the product of 尾 -glucosinylation was a mixture of 偽 and 尾 configuration, and the yield of 偽 -glucosinylation was maintained at 17 ~ (-5) ~ (3 ~ 5). The experimental yield of disaccharide compound (1) in the route (Fig. 2) was only 21.1kW, which was greatly hindered.
【作者單位】： 第二軍醫(yī)大學(xué)藥學(xué)院有機(jī)化學(xué)教研室;
【基金】：國家科技重大專項(xiàng)(2012ZX09502001-005,20112XJ0901-012) 國家自然科學(xué)基金(21202200)~~
【分類號】：R914

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