Carbohydrate wheels: Cucurbituril-based carbohydrate clusters

被引：67

作者：

Kim, Jeeyeon ^{[1
]}

Ahn, Youngjoo ^{[1
]}

Park, Kyeng Min ^{[1
]}

Kim, Youngkook ^{[1
]}

Ko, Young Ho ^{[1
]}

Oh, Dong Hyun ^{[1
]}

Kim, Kimoon ^{[1
]}

机构：

[1] Pohang Univ Sci & Technol, Dept Chem, Natl Creat Res Initiat Ctr Smart Supramol, Pohang 790784, South Korea

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 39期

关键词：

carbohydrates; cluster compounds; host-guest systems; multivalent interactions; supramolecular chemistry;

D O I：

10.1002/anie.200702540

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

(Figure Presented) Steering wheels: Cucurbit[6]uril (CB[6]) can be used as a scaffold to synthesize carbohydrate clusters in which about 11 carbohydrate moieties are attached to the periphery of the rigid macrocycle like a wheel (see picture). The clusters show enhanced selectivity and affinity in binding to specific proteins through multivalent interactions. The CB[6] cavity allows formation of host-guest complexes that can be delivered to specific cells. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：7393 / 7395

页数：3

相关论文

共 35 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]

Connors K. A., 1987, Binding Constants: The Measurement of Molecular Complex Stability

[3]

A comparison of biological and calorimetric analyses of multivalent glycodendrimer ligands for concanavalin A [J].

Corbell, JB ;

Lundquist, JJ ;

Toone, EJ .

TETRAHEDRON-ASYMMETRY, 2000, 11 (01) :95-111

[4]

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

[5]

Glyconanoparticles:: Types, synthesis and applications in glycoscience, biomedicine and material science [J].

De la Fuente, JM ;

Penadés, S .

BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 2006, 1760 (04) :636-651

[6]

INSULIN-LIKE, AND INSULIN-ANTAGONISTIC, CARBOHYDRATE-DERIVATIVES - THE SYNTHESIS OF ARYL AND ARALKYL D-MANNOPYRANOSIDES AND 1-THIO-D-MANNOPYRANOSIDES [J].

DURETTE, PL ;

SHEN, TY .

CARBOHYDRATE RESEARCH, 1980, 81 (02) :261-274

[7]

Saccharide-directed cell recognition and molecular delivery using macrocyclic saccharide clusters: Masking of hydrophobicity to enhance the saccharide specificity [J].

Fujimoto, K ;

Miyata, T ;

Aoyama, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (14) :3558-3559

[8]

Synthesis of cyclodextrin-based carbohydrate clusters by photoaddition reactions [J].

Fulton, DA ;

Stoddart, JF .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (25) :8309-8319

[9]

Goldstein IJ, 1986, LECTINS PROPERTIES F

[10]

Facile synthesis of cucurbit[n]uril derivatives via direct functionalization:: Expanding utilization of cucurbit[n]uril [J].

Jon, SY ;

Selvapalam, N ;

Oh, DH ;

Kang, JK ;

Kim, SY ;

Jeon, YJ ;

Lee, JW ;

Kim, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (34) :10186-10187

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