Supramolecular Glycopolymers in Water: A Reversible Route Toward Multivalent Carbohydrate-Lectin Conjugates Using Cucurbit[8]uril

被引：54

作者：

Geng, Jin ^{[1
]}

Biedermann, Frank ^{[1
]}

Zayed, Jameel M. ^{[1
]}

Tian, Feng ^{[1
]}

Scherman, Oren A. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Melville Lab Polymer Synth, Cambridge CB2 1EW, England

来源：

MACROMOLECULES | 2011年 / 44卷 / 11期

基金：

英国工程与自然科学研究理事会;

关键词：

BINDING; GUEST; HOST; LIGANDS; CUCURBITURIL; RECOGNITION; DESIGN;

D O I：

10.1021/ma200343q

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Supramolecular self-assembly and reversible switching has been demonstrated for the first time between monovalent and multivalent carbohydrate ligands and the multivalency effect on lectin binding has been investigated. The self-assembly process is mediated through noncovalent interactions between pendant moieties on a polymer scaffold and a monosaccharide-functionalized viologen with cucurbit-[8]uril (CB[8]) acting as a "supramolecular handcuff". The rate of binding of the tetrameric lectin Concanavalin A (Con A) to a mannose-containing supramolecular glycopolymer was investigated through a standard turbidimetric assay.

引用

页码：4276 / 4281

页数：6

共 41 条

[1] Chemical glycobiology [J].

Bertozzi, CR ;

Kiessling, LL .

SCIENCE, 2001, 291 (5512) :2357-2364

[2] Control of multivalent interactions by binding epitope density [J].

Cairo, CW ;

Gestwicki, JE ;

Kanai, M ;

Kiessling, LL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (08) :1615-1619

[3] Thermodynamic studies of lectin-carbohydrate interactions by isothermal titration calorimetry [J].

Dam, TK ;

Brewer, CF .

CHEMICAL REVIEWS, 2002, 102 (02) :387-429

[4] Controlling factors in the synthesis of cucurbituril and its homologues [J].

Day, A ;

Arnold, AP ;

Blanch, RJ ;

Snushall, B .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :8094-8100

[5] Signaling takes shape in the immune system [J].

Dustin, ML ;

Chan, AC .

CELL, 2000, 103 (02) :283-294

[6] CUCURBITURIL [J].

FREEMAN, WA ;

MOCK, WL ;

SHIH, NY .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (24) :7367-7368

[7] Recognition and encapsulation of an electroactive guest within a dynamically folded polymer [J].

Galow, TH ;

Ilhan, F ;

Cooke, G ;

Rotello, VM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (15) :3595-3598

[8] Site-directed conjugation of "Clicked" glycopolymers to form glycoprotein mimics: Binding to mammalian lectin and induction of immunological function [J].

Geng, Jin ;

Mantovani, Giuseppe ;

Tao, Lei ;

Nicolas, Julien ;

Chen, Gaojian ;

Wallis, Russell ;

Mitchell, Daniel A. ;

Johnson, Benjamin R. G. ;

Evans, Stephen D. ;

Haddleton, David M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (49) :15156-15163

[9] An Aqueous Supramolecular Side-Chain Polymer Designed for Molecular Loading [J].

Geng, Jin ;

Jiao, Dezhi ;

Rauwald, Urs ;

Scherman, Oren A. .

AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (04) :627-630

[10] Inter-receptor communication through arrays of bacterial chemoreceptors [J].

Gestwicki, JE ;

Kiessling, LL .

NATURE, 2002, 415 (6867) :81-84

← 1 2 3 4 5 →