New backbone cyclic substance P analogs

被引:7
作者
Bitan, G
Behrens, S
Matha, B
Mashriki, Y
Hanani, M
Kessler, H
Gilon, C
机构
[1] HEBREW UNIV JERUSALEM,DEPT ORGAN CHEM,IL-91904 JERUSALEM,ISRAEL
[2] TECH UNIV MUNICH,INST ORGAN CHEM,D-85747 GARCHING,GERMANY
[3] HADASSAH UNIV HOSP,EXPTL SURG LAB,IL-91240 JERUSALEM,ISRAEL
来源
LETTERS IN PEPTIDE SCIENCE | 1995年 / 2卷 / 3-4期
关键词
backbone cyclization; substance P; NMR; molecular dynamics; conformational analysis;
D O I
10.1007/BF00119137
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Structure-activity relationships of cyclic substance P (SP) analogs were extensively studied in our laboratories utilizing the new concept of backbone cyclization. Employing the C-terminal hexapeptide SP6-11, we examined the influence of chemical changes in peptides containing backbone-to-amino-end cyclization. These changes in the ring have significant influence on activity, and should be carefully designed in order to optimize pharmacological features.
引用
收藏
页码:121 / 124
页数:4
相关论文
共 12 条
[1]  
BITAN G, 1995, TETRAHEDRON, V51, P10513
[2]   BUILDING UNITS FOR N-BACKBONE CYCLIC-PEPTIDES .1. SYNTHESIS OF PROTECTED N-(OMEGA-AMINOALKYLENE)AMINO ACIDS AND THEIR INCORPORATION INTO DIPEPTIDE UNITS [J].
BYK, G ;
GILON, C .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (21) :5687-5692
[3]  
BYK G, UNPUB INT J PEPT PRO
[4]  
GILON C, 1993, PEPTIDE CHEMISTRY 1992, P482
[5]   BACKBONE CYCLIZATION - A NEW METHOD FOR CONFERRING CONFORMATIONAL CONSTRAINT ON PEPTIDES [J].
GILON, C ;
HALLE, D ;
CHOREV, M ;
SELINGER, Z ;
BYK, G .
BIOPOLYMERS, 1991, 31 (06) :745-750
[6]   COMPARISON OF THE CONFORMATION OF ACTIVE AND NONACTIVE BACKBONE CYCLIC ANALOGS OF SUBSTANCE-P AS A TOOL TO ELUCIDATE FEATURES OF THE BIOACTIVE CONFORMATION - NMR AND MOLECULAR-DYNAMICS IN DMSO AND WATER [J].
GRDADOLNIK, SG ;
MIERKE, DF ;
BYK, G ;
ZELTSER, I ;
GILON, C ;
HORST, K ;
KESSLER, H .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (14) :2145-2152
[7]  
LAUFER R, 1986, J BIOL CHEM, V261, P257
[8]  
LAUFER R, 1988, J PHARMACOL EXP THER, V245, P639
[9]  
LAUFER R, 1985, P NATL ACAD SCI USA, V83, P744
[10]  
REGOLI D, 1994, PHARMACOL REV, V46, P551