Click glycoconjugation of per-azido- and alkynyl-functionalized β-peptides built from aspartic acid

被引:10
作者
Barra, Marielle [1 ,2 ]
Roy, Olivier [1 ,2 ]
Traikia, Mounir [1 ,2 ]
Taillefumier, Claude [1 ,2 ]
机构
[1] Univ Blaise Pascal, Lab SEESIB, Clermont Univ, F-63000 Clermont Ferrand, France
[2] CNRS, UMR 6504, Lab SEESIB, F-63177 Aubiere, France
关键词
HOST-DEFENSE PEPTIDES; SECONDARY STRUCTURES; PROTEOLYTIC STABILITY; HEMOLYTIC ACTIVITIES; BUILDING-BLOCKS; GAMMA-PEPTIDES; SOLID-PHASE; AMINO; DESIGN; CYCLOADDITION;
D O I
10.1039/b923275c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Azide- and alkynyl-containing homo-beta(3)-peptides, of up to six residues in length, were synthesised in solution from aspartic acid. Their subsequent conjugation with monosaccharides bearing an azide or a terminal alkyne function was efficiently achieved by copper-mediated cycloadditions leading to two novel families of small glycoclusters. These compounds represent ideal tools to explore carbohydrate-mediated multivalent interactions.
引用
收藏
页码:2941 / 2955
页数:15
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