Grandjean C, Gras-Masse H, Melnyk O
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.
Chemistry. 2001 Jan 5;7(1):230-9. doi: 10.1002/1521-3765(20010105)7:1<230::aid-chem230>3.0.co;2-l.
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.