A core trisaccharide of laminin, β-D-Gal-(1→4)-β-D-GlcpNAc-(1→6)-α-D-Manp-OMe, with potential anti-rumor metastatic activity was designed and prepared. 2-Iodoglactosyl azide was used as the donor to construct...A core trisaccharide of laminin, β-D-Gal-(1→4)-β-D-GlcpNAc-(1→6)-α-D-Manp-OMe, with potential anti-rumor metastatic activity was designed and prepared. 2-Iodoglactosyl azide was used as the donor to construct 2-N-acetamido-2-deoxylactosyl moiety through an azidoiodo-glycosylation reaction. Simultaneously, 1, 2-trans-β-glycosic bond was formed stereoselectively in one step with a moderate yield. This novel procedure avoided the use of 2-amino-2-deoxyglucose as both donor and acceptor.展开更多
基金National Science Foundation of China (Grant No.20732001 and 90713004).
文摘A core trisaccharide of laminin, β-D-Gal-(1→4)-β-D-GlcpNAc-(1→6)-α-D-Manp-OMe, with potential anti-rumor metastatic activity was designed and prepared. 2-Iodoglactosyl azide was used as the donor to construct 2-N-acetamido-2-deoxylactosyl moiety through an azidoiodo-glycosylation reaction. Simultaneously, 1, 2-trans-β-glycosic bond was formed stereoselectively in one step with a moderate yield. This novel procedure avoided the use of 2-amino-2-deoxyglucose as both donor and acceptor.