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New branched amino acids for high affinity dendrimeric DC-SIGN ligands |
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| Authors: | Laurent Cattiaux Vanessa Porkolab Franck Fieschi Jean-Maurice Mallet |
| Institution: | 1. Laboratoire des Biomolécules, Département de chimie, École normale supérieure, PSL Research University, Sorbonne Universités, UPMC Univ. Paris 06, CNRS, 24 rue Lhomond, 75005 Paris, France;2. Univ. Grenoble Alpes, CNRS, CEA, Institut de Biologie Structurale, Avenue des Martyrs, F-38044 Grenoble, France |
| Abstract: | A branched amino acid was synthesized from methyl glucopyranoside; this amino acid presents three amino groups protected by Fmoc and one acid group and can be used in classic peptide synthesis. In parallel, similar azido terminated blocks were synthesized.Successive coupling reaction and deprotection afforded dendrimers with up to 27 azido functional groups. As an example of application, d-mannose and l-fucose residues were linked through CuAAC coupling and resulting glycodendrimers were evaluated in their interaction with DC-SIGN using SPR competition assay. |
| Keywords: | Glycoside Dendrimers DC-SIGN SPR Branched amino acid |
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