Acyl and Silyl Group Effects in Reactivity-Based One-Pot Glycosylation: Synthesis of Embryonic Stem Cell Surface Carbohydrates Lc4 and IV²Fuc-Lc4.

Relative reactivity evaluations showed the graded arming of toluenyl thioglucosides by variously positioned silyl groups but not by their acyl counterparts. These findings were applied in reactivity-based one-pot assembly of linker-attached Lc4 and IV2Fuc-Lc4, which are components of human embryonic stem cell surface. The sugar-galectin-1 binding was also examined. [ABSTRACT FROM AUTHOR]