Enzymatic Synthesis of Sialyl Lactosamine Grafted Chitooligosaccharides

Abstract

Comprehensive SummaryAn efficient enzymatic assembly strategy was developed for the concise synthesis of structurally well‐defined sialylated chitooligosaccharides. Two enzyme modules for the β‐1,3‐N‐acetyl‐glucosaminylation and β‐1,4‐galactosylation were applied for the grafting N‐acetyl lactosamine (LacNAc) unit(s) onto the chitooligosaccharides. The LacNAc grafted chitooligosaccharides were further modified with α‐2,3‐ or α‐2,6‐sialylation by two enzymatic sialylation modules to generate a total of 20 sialylated chitooligosaccharides. The inhibition study of influenza virus‐induced cytopathy with synthetic sialylated chitooligosaccharides indicated that the sialic acid linkage and chain length both contribute to the binding preference and inhibition potency.