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Synthesis of clustered glycoside-antigen conjugates by two one-pot, orthogonal, chemoselective ligation reactions: scope and limitations.

作者信息

Grandjean C, Gras-Masse H, Melnyk O

机构信息

Laboratoire de Synthèse, Structure et Fonction des Biomolécules, UMR 8525 du CNRS, Université de Lille II, Institut de Biologie et Institut Pasteur de Lille 1, France.

出版信息

Chemistry. 2001 Jan 5;7(1):230-9. doi: 10.1002/1521-3765(20010105)7:1<230::aid-chem230>3.0.co;2-l.

DOI:10.1002/1521-3765(20010105)7:1<230::aid-chem230>3.0.co;2-l
PMID:11205015
Abstract

Major histocompatibility class II antigens have been bound to clustered glycosides for selective targeting of the dendritic cell mannose receptor. Di-, tetra-, and octavalent glycoside-antigen conjugates have been obtained after two, orthogonal, hydrazone/thioether ligations, performed by using thio derivatives of D-mannose, D-galactose, or D(-)-quinic acid, glyoxylyl (or hydrazino)-N-chloroacetylated lysinyl trees, and N-terminal hydrazino (or glyoxylyl) peptide antigens. Successful one-pot condensations have been developed to account for the nature of the antigens and the valency of the trees.

摘要

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