Zhang Fa, Zhang Wei, Zhang Yan, Curran Dennis P, Liu Gang
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, PR China.
J Org Chem. 2009 Mar 20;74(6):2594-7. doi: 10.1021/jo9000993.
A new method using a light-fluorous glycosyl donor and an orthogonal tagging strategy to synthesize oligosaccharides and glycoconjugates has been developed. The glycosyl donor orthogonally protected with a C8F17-silyl tag and benzoyl groups was reacted with excess amounts of glycosyl acceptor. Fluorous solid-phase extraction separated the glycosylated product and unreacted glycosyl acceptor. This new protocol has high reaction efficiency and easy separation, which was demonstrated in the synthesis of an unprotected trisaccharide and an O-glycosylated serine in this paper.
一种使用光氟糖基供体和正交标记策略合成寡糖和糖缀合物的新方法已被开发出来。用C8F17-硅烷基标签和苯甲酰基正交保护的糖基供体与过量的糖基受体反应。氟固相萃取分离出糖基化产物和未反应的糖基受体。本文通过合成一种未保护的三糖和一个O-糖基化丝氨酸证明了该新方案具有高反应效率和易于分离的特点。
