A general strategy for the chemoenzymatic synthesis of asymmetrically branched N-glycans.

A general strategy for the chemoenzymatic synthesis of asymmetrically branched N-glycans.
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DOI:
10.1126/science.1236231
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发表时间:
2013-07-26
期刊:
Science (New York, N.Y.)
影响因子:
--
通讯作者:
Boons GJ
Boons GJ
中科院分区:
其他
文献类型:
--
作者:
Wang Z;Chinoy ZS;Ambre SG;Peng W;McBride R;de Vries RP;Glushka J;Paulson JC;Boons GJ

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A systematic, efficient means of producing diverse libraries of asymmetrically branched N-glycans is needed to investigate the specificities and biology of glycan binding proteins. To that end, we describe a core pentasaccharide that at potential branching positions is modified by orthogonal protecting groups to allow selective attachment of unique saccharide moieties by chemical glycosylation. The appendages were selected in such a way that the antenna of the resulting deprotected compounds could be selectively extended by glycosyltransferases to give libraries of asymmetrical multi-antennary glycans. The power of the methodology was demonstrated by the preparation of a series of complex oligosaccharides that were printed as microarrays and screened for binding to lectins and influenza-virus hemagglutinins, which showed that recognition is modulated by presentation of minimal epitopes in the context of complex N-glycans.
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