Synthesis of asymmetrical multiantennary human milk oligosaccharides.

摘要: Despite mammalian glycans typically having highly complex asymmetrical multiantennary architectures, chemical and chemoenzymatic synthesis has almost exclusively focused on the preparation of simpler symmetrical structures. This deficiency hampers investigations into biology glycan-binding proteins, which in turn complicates biomedical use this class biomolecules. Herein, we describe an enzymatic strategy, using a limited number human glycosyltransferases, to access collection 60 asymmetric, milk oligosaccharides (HMOs), were used develop glycan microarray. Probing array with several proteins uncovered that not only terminal glycoepitopes but also architectures can influence binding selectivity unanticipated manners. N- O-linked express structural elements HMOs, thus, reported synthetic principles will find broad applicability.