Solid-phase synthesis of peptidosulfonamide containing peptides derived from Leu-enkephalin

被引:44
作者
deBont, DBA
Dijkstra, GDH
denHartog, JAJ
Liskamp, RMJ
机构
[1] UNIV UTRECHT,UTRECHT INST PHARMACEUT SCI,DEPT MED CHEM,NL-3508 TB UTRECHT,NETHERLANDS
[2] SOLVAY PHARMA,RES LABS,NL-1308 DA WEESP,NETHERLANDS
关键词
D O I
10.1016/S0960-894X(96)00565-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Using Boc or Fmoc-protected beta-substituted aminoethanesulfonyl chlorides (2-substituted taurylchlorides) the solid-phase synthesis of dipeptidosulfonamides as well as peptidosulfonamide containing peptides derived from Leu-enkephalin is described. The binding activity of the peptidosulfonamide YGGFL derivatives is reported. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:3035 / 3040
页数:6
相关论文
共 40 条
[1]   DESIGN AND SYNTHESIS OF A NEW SERIES OF PEPTIDE ANALOGS - THE HYDRAZINOPEPTIDES [J].
BARRE, C ;
LEGREL, P ;
ROBERT, A ;
BAUDYFLOCH, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (05) :607-607
[2]   SOLID-PHASE SYNTHESES OF UNNATURAL BIOPOLYMERS CONTAINING REPEATING UREA UNITS [J].
BURGESS, K ;
LINTHICUM, DS ;
SHIN, HW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (08) :907-909
[3]  
CHAIKEN IM, 1996, MOL DIVERSITY COMBIN, P328
[4]   AN UNNATURAL BIOPOLYMER [J].
CHO, CY ;
MORAN, EJ ;
CHERRY, SR ;
STEPHANS, JC ;
FODOR, SPA ;
ADAMS, CL ;
SUNDARAM, A ;
JACOBS, JW ;
SCHULTZ, PG .
SCIENCE, 1993, 261 (5126) :1303-1305
[5]   Molecular diversity of peptidomimetics: Approaches to the solid-phase synthesis of peptidosulfonamides [J].
deBont, DBA ;
Moree, WJ ;
Liskamp, RMJ .
BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (05) :667-672
[6]   A SUPERIOR METHOD FOR PREPARING SULFINYL CHLORIDES [J].
DOUGLASS, IB ;
NORTON, RV .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (05) :2104-&
[7]  
GARBAYJAUREGUIBERRY C, 1982, INT J PEPT PROT RES, V20, P443
[8]   Conformational studies of chiral vinylogous sulfonamidopeptides [J].
Gennari, C ;
Salom, B ;
Potenza, D ;
Longari, C ;
Fioravanzo, E ;
Carugo, O ;
Sardone, N .
CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (06) :644-655
[9]  
GENNARI C, 1994, ANGEW CHEM INT EDIT, V33, P2067, DOI 10.1002/anie.199420671
[10]   VINYLOGOUS POLYPEPTIDES - AN ALTERNATIVE PEPTIDE BACKBONE [J].
HAGIHARA, M ;
ANTHONY, NJ ;
STOUT, TJ ;
CLARDY, J ;
SCHREIBER, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (16) :6568-6570