Dendritic sugar-microarrays by click chemistry

被引:36
作者
Fukuda, Tomohiro [1 ]
Onogi, Shunsuke [1 ]
Miura, Yoshiko [1 ]
机构
[1] Japan Adv Inst Sci & Technol, Sch Mat Sci, Nomi, Ishikawa 9231292, Japan
关键词
Click chemistry; Glycodendrimer; Lectin; Self-assembled monolayer; Surface plasmon resonance; CARBOHYDRATE-PROTEIN INTERACTIONS; INFRARED-SPECTROSCOPY; CONCANAVALIN-A; BINDING; DENDRIMERS; LECTIN; RECEPTOR; WATER; RECOGNITION; MECHANISMS;
D O I
10.1016/j.tsf.2009.07.109
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Saccharide microarrays with well-defined multivalency were prepared using glycodendrimers. The glycodendrimers with various generations and saccharides (alpha-Man, beta-GlcNAc and P-Gal) were synthesized and immobilized on an acetylenyl-terminated gold substrate via click chemistry. The saccharide-immobilized substrates were analyzed using XPS, ellipsometry, cyclic voltammetry, contact angle goniometry, QCM and FTIR-RAS. The biological abilities of the saccharide-immobilized substrates were evaluated by SPR with the lectins of Con A, WGA and RCA(120). Lectin binding to the glycodendrimer array was quantitatively analyzed, and association constants (K-A) and kinetic rate constants (k(a) and k(d)) were evaluated. These kinetic constants were unique to each lectin, implying specificity of the multivalent effect of saccharide-lectin interaction. (C) 2009 Elsevier B.V. All rights reserved
引用
收藏
页码:880 / 888
页数:9
相关论文
共 47 条
[1]   GLOBULAR CARBOHYDRATE MACROMOLECULE SUGAR BALLS .1. SYNTHESIS OF NOVEL SUGAR-PERSUBSTITUTED POLY(AMIDO AMINE) DENDRIMERS [J].
AOI, K ;
ITOH, K ;
OKADA, M .
MACROMOLECULES, 1995, 28 (15) :5391-5393
[2]  
Benters R, 2001, CHEMBIOCHEM, V2, P686, DOI 10.1002/1439-7633(20010903)2:9<686::AID-CBIC686>3.0.CO
[3]  
2-S
[4]   Multivalent carbohydrate recognition on a glycodendrimer-functionalized flow-through chip [J].
Branderhorst, Hilbert M. ;
Ruijtenbeek, Rob ;
Liskamp, Rob M. J. ;
Pieters, Roland J. .
CHEMBIOCHEM, 2008, 9 (11) :1836-1844
[5]   Clusters, bundles, arrays and lattices: novel mechanisms for lectin-saccharide-mediated cellular interactions [J].
Brewer, CF ;
Miceli, MC ;
Baum, LG .
CURRENT OPINION IN STRUCTURAL BIOLOGY, 2002, 12 (05) :616-623
[6]   Binding of multivalent carbohydrates to concanavalin A and Dioclea grandiflora lectin -: Thermodynamic analysis of the "multivalency effect" [J].
Dam, TK ;
Roy, R ;
Das, SK ;
Oscarson, S ;
Brewer, CF .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (19) :14223-14230
[7]  
Davis B.G., 2002, CARBOHYDRATE CHEM
[8]   XPS and SPR Analysis of Glycoarray Surface Density [J].
Dhayal, Marshal ;
Ratner, Daniel A. .
LANGMUIR, 2009, 25 (04) :2181-2187
[9]   Solvation of a flexible biomolecule in the gas phase: The ultraviolet and infrared spectroscopy of melatonin-water clusters [J].
Florio, GM ;
Zwier, TS .
JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (07) :974-983
[10]   Ricin toxin contains at least three galactose-binding sites located in B chain subdomains 1 alpha, 1 beta, and 2 gamma [J].
Frankel, AE ;
Burbage, C ;
Fu, T ;
Tagge, E ;
Chandler, J ;
Willingham, MC .
BIOCHEMISTRY, 1996, 35 (47) :14749-14756