Solid phase synthesis of peptoid derivatives containing a free C-terminal carboxylate

被引：16

作者：

Anne, C ^{[1
]}

Fournié-Zaluski, MC ^{[1
]}

Roques, BP ^{[1
]}

Cornille, F ^{[1
]}

机构：

[1] Univ Paris 05, Fac Pharm, URA D1500 CNRS, U266 INSERM,Dept Pharmacochim Mol & Struct, F-75270 Paris 06, France

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(98)02030-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of the 2-chlorotritylchloride resin gives access to the solid-phase synthesis of peptoid derivative C-terminal acid with a good yield by hindering the formation of diketopiperazine. This solid support was used in the synthesis of a new series of peptoid inhibitors of zinc metallopeptidases. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：8973 / 8974

页数：2

共 9 条

[1] SYNTHESIS OF PROTECTED PEPTIDE-FRAGMENTS USING SUBSTITUTED TRIPHENYLMETHYL RESINS [J].

BARLOS, K ;

GATOS, D ;

KALLITSIS, J ;

PAPAPHOTIU, G ;

SOTIRIU, P ;

YAO, WQ ;

SCHAFER, W .

TETRAHEDRON LETTERS, 1989, 30 (30) :3943-3946

[2]

Figliozzi GM, 1996, METHOD ENZYMOL, V267, P437

[3] Chemical synthesis of natural product peptides: Coupling methods for the incorporation of noncoded amino acids into peptides [J].

Humphrey, JM ;

Chamberlin, AR .

CHEMICAL REVIEWS, 1997, 97 (06) :2243-2266

[4]

ROQUES BP, 1993, PHARMACOL REV, V45, P87

[5] 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

[6]

STEINAUER R, 1994, SOLID PHASE SYNTHESI, P689

[7] PARA-ALKOXYBENZYL ALCOHOL RESIN AND PARA-ALKOXYBENZYLOXYCARBONYLHYDRAZIDE RESIN FOR SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDE FRAGMENTS [J].

WANG, SS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (04) :1328-1333

[8] RECENT DEVELOPMENTS IN THE DESIGN OF ANGIOTENSIN-CONVERTING ENZYME-INHIBITORS [J].

WYVRATT, MJ ;

PATCHETT, AA .

MEDICINAL RESEARCH REVIEWS, 1985, 5 (04) :483-531

[9] EFFICIENT METHOD FOR THE PREPARATION OF PEPTOIDS [OLIGO(N-SUBSTITUTED GLYCINES)] BY SUBMONOMER SOLID-PHASE SYNTHESIS [J].

ZUCKERMANN, RN ;

KERR, JM ;

KENT, SBH ;

MOOS, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10646-10647

← 1 →