Synthesis of ss-glucan oligosaccharides and their biological evaluation

In this report，we describe the synthesis and biological evaluation ofβ(1，3)oligosaccharides possessing an aminoalkyl group and their biological evaluation。A2，3diol glycoside with a4，6benziliden protecting group finctioned as an effective glycosyl acceptor for the synthesis ofβ·1，3)linked glycosides.Using a combination of a linear tetrasaccharide and a branched pentasaccharide as glycosyl donors permittedβ·1，3)linear octa-to hexadecasaccharides and branched nona-to heptadecasaccharides to be prepared in good total yields。Measurements of the competitive effects of oligosaccharides on the binding of a soluble dectin-1 to a solid-supported Schizophyllan(SPG)revealed that the branched heptadecasacccharide and the linear hexadecasacccharides2also have binding activity for to dectine-1。In addition，the two oligosaccharides exhibited agonist activity in a luciferase-assisted NF-kB assay。This represents the first demonstration of a purely synthetic oligosaccahrides stimulating immunity mediated by dectin-1。

In this report, we describe the synthesis and biological evaluation of β (1,3) oligosaccharides possessing an aminoalkyl group and their biological evaluation. A 2,3 diol glycoside with a 4,6 benziliden protecting group finctioned as an effective glycosyl acceptor for the synthesis ofβ ・1,3)linked glycosides. Using a combination of a linear tetrasaccharide and a branched pentasaccharide as glycosyl donors permitted β ・1,3)linear octa-to hexadecasaccharides and branched nona- to heptadecasaccharides to be prepared in good total yields. Measurements of the competitive effects of oligosaccharides on the binding of a soluble dectin-1 to a solid-supported Schizophyllan (SPG) revealed that the branched heptadecasacccharide and the linear hexadecasacccharides 2 also have binding activity for to dectine-1. In addition, the two oligosaccharides exhibited agonist activity in a luciferase-assisted NF-kB assay. This represents the first demonstration of a purely synthetic oligosaccahrides stimulating immunity mediated by dectin-1.