Supramolecular control of oligosaccharide-protein interactions: Switchable and tunable ligands for concanavalin A based on cyclodextrin

被引：47

作者：

Smiljanic, Nicolas

Moreau, Vincent

Yockot, Duplex

Benito, Juan M.

Fernandez, Jose M. Garcia

Djedaini-Pilard, Florence

机构：

[1] Univ Seville, CSIC, Inst Invest Quim, Seville 41092, Spain

[2] Univ Picardie Jules Verne, Lab Glucides, UMR 6219, F-80039 Amiens, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 33期

关键词：

carbohydrates; cyclodextrins; lectins; noncovalent interactions; receptors;

D O I：

10.1002/anie.200601123

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The ins and outs of binding: Supramolecular control of carbohydrate-protein interactions has been achieved through the design of β-cyclodextrin (βCD) based conjugates whose conformation is dependent on a reversible self-inclusion process. The accessibility of glycoligands to the lectin binding site is then regulated by allosteric inclusion of effector/antagonist-like molecules in the βCD cavity (see scheme). (Chemical Equation Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：5465 / 5468

页数：4

共 44 条

[31]

Mammen M, 1998, ANGEW CHEM INT EDIT, V37, P2755

[32]

Mellet CO, 2002, CHEM-EUR J, V8, P1982, DOI 10.1002/1521-3765(20020503)8:9<1982::AID-CHEM1982>3.0.CO

[33]

2-5

[34] Synthesis and biological properties of mannosylated starburst poly(amidoamine) dendrimers [J].

Page, D ;

Roy, R .

BIOCONJUGATE CHEMISTRY, 1997, 8 (05) :714-723

[35] Difference in the binding mode of two mannose-binding proteins: Demonstration of a selective minicluster effect [J].

Quesenberry, MS ;

Lee, RT ;

Lee, YC .

BIOCHEMISTRY, 1997, 36 (09) :2724-2732

[36] Complexation thermodynamics of cyclodextrins [J].

Rekharsky, MV ;

Inoue, Y .

CHEMICAL REVIEWS, 1998, 98 (05) :1875-1917

[37] Regioselective glycosylation of 3,6-unprotected mannoside derivatives:: fast access to high-mannose type oligosaccharides [J].

Smiljanic, N ;

Halila, S ;

Moreau, V ;

Djedaïni-Pilard, F .

TETRAHEDRON LETTERS, 2003, 44 (50) :8999-9002

[38]

SOLLER EK, 2003, J AM CHEM SOC, V125, P8820

[39]

Turnbull W.B., 2002, REV MOL BIOTECHNOL, V90, P231, DOI DOI 10.1016/S1389-0352(01)00062-9

[40]

Vargas-Berenguel A, 2002, CHEM-EUR J, V8, P812, DOI 10.1002/1521-3765(20020215)8:4<812::AID-CHEM812>3.0.CO

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