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.
Univ. Grenoble Alpes, CNRS, CEA, Institut de Biologie Structurale, Avenue des Martyrs, F-38044 Grenoble, France.
Bioorg Med Chem. 2018 Mar 1;26(5):1006-1015. doi: 10.1016/j.bmc.2017.12.036. Epub 2017 Dec 26.
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.
从甲基吡喃葡萄糖苷合成了支链氨基酸；该氨基酸具有三个受 Fmoc 保护的氨基和一个酸基，可用于经典的肽合成。同时，也合成了类似的叠氮端基块。通过连续的偶联反应和脱保护，得到了具有多达 27 个叠氮官能团的树枝状聚合物。作为应用的一个例子，通过 CuAAC 偶联将 d-甘露糖和 l-岩藻糖残基连接起来，并使用 SPR 竞争测定法评估了它们与 DC-SIGN 的相互作用。
