Synthesis of new glycopeptidomimetics based on N-substituted oligoglycine bearing an N-linked lactoside side-chain

被引：18

作者：

Saha, UK ^{[1
]}

Roy, R ^{[1
]}

机构：

[1] UNIV OTTAWA,DEPT CHEM,OTTAWA,ON K1N 6N5,CANADA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 24期

关键词：

D O I：

10.1039/c39950002571

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new family of model N-substituted oligoglycines (peptoids) containing an N-linked lactoside side-chain was synthesized by a convergent and a reiterative strategy using tert-butyl bromoacetate and primary amines as building blocks.

引用

页码：2571 / 2573

页数：3

共 12 条

[1] PEPTIDE TO GLYCOPEPTIDE - GLYCOSYLATED OLIGOPEPTIDE RENIN INHIBITORS WITH ATTENUATED INVIVO CLEARANCE PROPERTIES [J].

FISHER, JF ;

HARRISON, AW ;

BUNDY, GL ;

WILKINSON, KF ;

RUSH, BD ;

RUWART, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (10) :3140-3143

[2] SYNTHESIS OF GLYCOPEPTIDES, PARTIAL STRUCTURES OF BIOLOGICAL RECOGNITION COMPONENTS [J].

KUNZ, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (04) :294-308

[3]

MELDAL M, 1994, NEOGLYCOCONJUGATES P, P149

[4] CONCEPTS AND PROGRESS IN THE DEVELOPMENT OF PEPTIDE MIMETICS [J].

OLSON, GL ;

BOLIN, DR ;

BONNER, MP ;

BOS, M ;

COOK, CM ;

FRY, DC ;

GRAVES, BJ ;

HATADA, M ;

HILL, DE ;

KAHN, M ;

MADISON, VS ;

RUSIECKI, VK ;

SARABU, R ;

SEPINWALL, J ;

VINCENT, GP ;

VOSS, ME .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (21) :3039-3049

[5] SYNTHESES, CONFORMATIONS AND X-RAY STRUCTURE ANALYSES OF THE SACCHARIDE CHAINS FROM THE CORE REGIONS OF GLYCOPROTEINS [J].

PAULSEN, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (08) :823-839

[6]

Plattner JJ, 1989, DRUG DISCOVERY TECHN, P92

[7] GENERAL-METHODS FOR ALPHA-O-SER/THR OR BETA-O-SER/THR GLYCOSIDES AND GLYCOPEPTIDES - SOLID-PHASE SYNTHESIS OF O-GLYCOSYL CYCLIC ENKEPHALIN ANALOGS [J].

POLT, R ;

SZABO, L ;

TREIBERG, J ;

LI, YS ;

HRUBY, VJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10249-10258

[8]

SAHA UK, 1995, TETRAHEDRON LETT, V36, P3636

[9] PEPTOIDS - A MODULAR APPROACH TO DRUG DISCOVERY [J].

SIMON, RJ ;

KANIA, RS ;

ZUCKERMANN, RN ;

HUEBNER, VD ;

JEWELL, DA ;

BANVILLE, S ;

NG, S ;

WANG, L ;

ROSENBERG, S ;

MARLOWE, CK ;

SPELLMEYER, DC ;

TAN, RY ;

FRANKEL, AD ;

SANTI, DV ;

COHEN, FE ;

BARTLETT, PA .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (20) :9367-9371

[10]

TROPPER FD, 1992, SYNTHESIS-STUTTGART, P618

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