BICYCLIC TURNED DIPEPTIDE (BTD) AS A BETA-TURN MIMETIC - ITS DESIGN, SYNTHESIS AND INCORPORATION INTO BIOACTIVE PEPTIDES

被引:119
作者
NAGAI, U [1 ]
SATO, K [1 ]
NAKAMURA, R [1 ]
KATO, R [1 ]
机构
[1] MITSUBISHI KASEI INST LIFE SCI,MACHIDA,TOKYO 194,JAPAN
关键词
D O I
10.1016/S0040-4020(01)90216-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
After reviewing the development of beta-turn mimetics briefly, design, synthesis and incorporation into bioactive peptides of BTD will be mentioned. The biological activity of the BTD containing peptides and synthesis of some BTD derivatives will also be described.
引用
收藏
页码:3577 / 3592
页数:16
相关论文
共 26 条
[1]   BIOACTIVE CONFORMATION OF LUTEINIZING-HORMONE-RELEASING HORMONE - EVIDENCE FROM A CONFORMATIONALLY CONSTRAINED ANALOG [J].
FREIDINGER, RM ;
VEBER, DF ;
PERLOW, DS ;
BROOKS, JR ;
SAPERSTEIN, R .
SCIENCE, 1980, 210 (4470) :656-658
[2]  
FUJINO M, 1974, CHEM PHARM BULL, V22, P1857
[3]   GRAMICIDIN-S ANALOGS WITH A D-ALA, GLY, OR L-ALA RESIDUE IN PLACE OF THE D-PHE RESIDUE - MOLECULAR-CONFORMATIONS AND INTERACTIONS WITH PHOSPHOLIPID MEMBRANE [J].
HIGASHIJIMA, T ;
MIYAZAWA, T ;
KAWAI, M ;
NAGAI, U .
BIOPOLYMERS, 1986, 25 (12) :2295-2307
[4]  
KATO T, 1977, BIOCHIM BIOPHYS ACTA, V493, P435
[5]   COMPARISON OF CONFORMATION AND ANTI-MICROBIAL ACTIVITY OF SYNTHETIC ANALOGS OF GRAMICIDIN-S - STEREOCHEMICAL CONSIDERATION OF ROLE OF D-PHENYLALANINE IN ANTIBIOTIC [J].
KAWAI, M ;
NAGAI, U .
BIOPOLYMERS, 1978, 17 (06) :1549-1565
[6]  
KENT SBH, 1991, PEPTIDES 1990, P169
[7]   ANALOGS OF LUTEINIZING-HORMONE RELEASING FACTOR (LRF) SYNTHESIS AND BIOLOGICAL-ACTIVITY OF [(N-ALPHA-ME)LEU7]LRF AND [D-ALA6,(N-ALPHA-ME)LEU7]LRF [J].
LING, N ;
VALE, W .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1975, 63 (03) :801-806
[8]   CONFORMATIONAL ENERGY ANALYSIS OF MOLECULE, LUTEINIZING HORMONE-RELEASING HORMONE .1. NATIVE DECAPEPTIDE [J].
MOMANY, FA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2990-2996
[9]   SYNTHETIC ANALOGS OF HYPOTHALAMIC LUTEINIZING-HORMONE RELEASING FACTOR WITH INCREASED AGONIST OR ANTAGONIST PROPERTIES [J].
MONAHAN, MW ;
AMOSS, MS ;
ANDERSON, HA ;
VALE, W .
BIOCHEMISTRY, 1973, 12 (23) :4616-4620
[10]   STRUCTURE-ACTIVITY-RELATIONSHIPS OF ENKEPHALIN-LIKE PEPTIDES [J].
MORLEY, JS .
ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 1980, 20 :81-110