A STRATEGY FOR THE SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES
A STRATEGY FOR THE SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES
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DOI：
10.1126/science.8493573
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发表时间：
1993-05-28
期刊：
影响因子：
56.9
通讯作者：
RUGGERI, RB
中科院分区：
文献类型：
--
作者：
DANISHEFSKY, SJ;MCCLURE, KF;RUGGERI, RB
寡糖的重复糖苷键可以通过固相方法合成。用甲硅烷基醚键将糖基连接到聚苯乙烯共聚物上，并用3，3-二甲基二环氧乙烷活化以用作糖基供体。糖苷化通过与基于溶液的受体（其本身为糖基）反应来进行。在每次偶联后通过冲洗除去过量的受体和促进剂，然后通过加入四正丁基氟化铵容易地从聚合物中获得所需的寡糖。通过这种方法，糖苷化是立体特异性的，并且避免了内部缺失。
Repeating glycosidic linkages of oligosaccharides can be synthesized by solid-phase methods. Glycals were attached to a polystyrene copolymer with a silyl ether bond and were activated to function as glycosyl donors with 3,3-dimethyldioxirane. Glycosidation was performed by reactions with a solution-based acceptor (itself a glycal). Excess ar-ceptor and promoter were removed by rinsing after each coupling, and the desired oligosaccharides were then easily obtained from the polymer by the addition of tetra-n-butylammonium fluoride. By this method, glycosidations are stereospecific and interior deletions are avoided.