Synthesis, characterization and lectin binding study of carbohydrate functionalized silsesquioxanes

被引：28

作者：

Feher, FJ ^{[1
]}

Wyndham, KD

Knauer, DJ

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

[2] Univ Calif Irvine, Dept Dev & Cell Biol, Irvine, CA 92697 USA

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 21期

关键词：

D O I：

10.1039/a806684a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two carbohydrate-functionalized silsesquioxanes 2 and 3 have been prepared by the reactions of (H2NCH2CH2CH2)(8)Si8O12 1 with O-beta-D-galactopyranosyl-(1-->4)-D-gluco-1,5-lactone and O-alpha-D-glucopyranosyl-(1-->4)-D-gluco-1,5-lactone; the latter (i.e. 3) possesses eight maltose-derived substituents and binds with Concanavalin A, while the former possesses eight lactose-derived substituents that demonstrates selective binding to the hepatic asialoglycoprotein receptor.

引用

收藏

页码：2393 / 2394

页数：2

相关论文

共 19 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] Synthetic carbohydrate dendrimers .1. A convergent synthesis of carbohydrate-containing dendrimers [J].

Ashton, PR ;

Boyd, SE ;

Brown, CL ;

Jayaraman, N ;

Nepogodiev, SA ;

Stoddart, JF .

CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (09) :1115-1128

[3] SYNTHESIS OF CLUSTER GALACTOSIDES WITH HIGH-AFFINITY FOR THE HEPATIC ASIALOGLYCOPROTEIN RECEPTOR [J].

BIESSEN, EAL ;

BEUTING, DM ;

ROELEN, HCPF ;

VANDEMAREL, GA ;

VANBOOM, JH ;

VANBERKEL, TJC .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (09) :1538-1546

[4] The major subunit of the asialoglycoprotein receptor is expressed on the hepatocellular surface in mice lacking the minor receptor subunit [J].

Braun, JR ;

Willnow, TE ;

Ishibashi, S ;

Ashwell, G ;

Herz, J .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1996, 271 (35) :21160-21166

[5] Octafunctionalized polyhedral oligosilsesquioxanes as scaffolds: synthesis of peptidyl silsesquioxanes [J].

Feher, FJ ;

Wyndham, KD ;

Scialdone, MA ;

Hamuro, Y .

CHEMICAL COMMUNICATIONS, 1998, (14) :1469-1470

[6]

FEHER FJ, 1988, CHEM COMMUN, P323

[7] TARGETING OF GENES TO THE LIVER WITH GLYCOPROTEIN CARRIERS [J].

FRESE, J ;

WU, CH ;

WU, GY .

ADVANCED DRUG DELIVERY REVIEWS, 1994, 14 (01) :137-152

[8] Solution-to-surface molecular-delivery system using a macrocyclic sugar cluster. Sugar-directed adsorption of guests in water on polar solid surfaces [J].

Fujimoto, T ;

Shimizu, C ;

Hayashida, O ;

Aoyama, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (28) :6676-6677

[9] Ternary complexation involving protein. Molecular transport to saccharide-binding proteins using macrocyclic saccharide cluster as specific transporter [J].

Fujimoto, T ;

Shimizu, C ;

Hayashida, O ;

Aoyama, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (03) :601-602

[10] SYNTHESIS AND FUNCTIONS OF POLYSTYRENE DERIVATIVES HAVING PENDANT OLIGOSACCHARIDES [J].

KOBAYASHI, K ;

SUMITOMO, H ;

INA, Y .

POLYMER JOURNAL, 1985, 17 (04) :567-575