Design of Triazole-Tethered Glycoclusters Exhibiting Three Different Spatial Arrangements and Comparative Study of their Affinities towards PA-IL and RCA 120 by Using a DNA-Based Glycoarray

被引:64
作者
Moni, Lisa [2 ]
Pourceau, Gwladys [1 ]
Zhang, Jing [3 ]
Meyer, Albert [1 ]
Vidal, Sebastien [4 ]
Souteyrand, Eliane [3 ]
Dondoni, Alessandro [2 ]
Morvan, Francois [1 ]
Chevolot, Yann [3 ]
Vasseur, Jean-Jacques [1 ]
Marra, Alberto [2 ]
机构
[1] Univ Montpellier 2, Univ Montpellier 1, CNRS,Inst Biomol Max Mousseron, UMR 5247,Dept Analogues & Constituants Acides Nuc, F-34095 Montpellier 5, France
[2] Univ Ferrara, Chim Organ Lab, Dipartimento Chim, I-44100 Ferrara, Italy
[3] Univ Lyon 1, Ecole Cent Lyon, CNRS,UMR 5270, Inst Nonotechnol Lyon,Equipe Chim & Nanobiotechno, F-69734 Ecully, France
[4] Univ Lyon 1, Lab Chim Organ Glycochim 2, CPE, CNRS,UMR 5246,Inst Chim & Biochim Mol & Supramol, F-69622 Villeurbanne, France
关键词
calixarenes; click chemistry; glycoarrays; glycoclusters; multivalency; AZIDE-ALKYNE CYCLOADDITION; CARBOHYDRATE-PROTEIN INTERACTIONS; FIMBRIATED ESCHERICHIA-COLI; CLICK CHEMISTRY; LOWER RIM; SELECTIVE FUNCTIONALIZATION; 1,3-DIPOLAR CYCLOADDITIONS; CONFORMATIONAL ISOMERS; PSEUDOMONAS-AERUGINOSA; AUTOMATED SYNTHESIS;
D O I
10.1002/cbic.200900024
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Interactions between proteins and carbohydrates are involved in a large number of crucial biological events. Many efforts have been devoted to the design and synthesis of unnatural saccharides displaying high affinities towards targeted lectins. Among others, glycoside clusters have proven to be valuable tools for these recognition studies. However, the spatial arrangements of the sugar residues are a key issue in the design of high-affinity glycoclusters. Here, the affinities of linear and antenna- and calixarene-based galactoside clusters against two lectins, derived from Pseudomonas aeruginosa and Ricinus communis, have been compared by means of glycoarrays.
引用
收藏
页码:1369 / 1378
页数:10
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