STRUCTURE-ACTIVITY STUDIES OF ALLATOSTATIN-4 ON THE INHIBITION OF JUVENILE-HORMONE BIOSYNTHESIS BY CORPORA-ALLATA - THE IMPORTANCE OF INDIVIDUAL SIDE-CHAINS AND STEREOCHEMISTRY

被引:45
作者
HAYES, TK [1 ]
GUAN, XC [1 ]
JOHNSON, V [1 ]
STREY, A [1 ]
TOBE, SS [1 ]
机构
[1] UNIV TORONTO,DEPT ZOOL,TORONTO M5S 1A1,ON,CANADA
关键词
DIPLOPTERA PUNCTATA; ALLATOSTATIN; JUVENILE HORMONE; CORPORA ALLATA; STRUCTURE-ACTIVITY;
D O I
10.1016/0196-9781(94)90138-4
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
The production of juvenile hormone III (JH III) by the corpora allata of the cockroach Diploptera punctata is regulated in part by peptides originating from the brain. One group of these peptides, termed allatostatins, reversibly inhibits the biosynthesis of JH in vitro. Allatostatin 4 (AST4: Asp-Arg-Leu-Tyr-Ser-Phe-Gly-Leu-amide) is the smallest member of the AST family yet defined and was used as the benchmark peptide for these initial structure-activity studies. Two initial analog series of AST4 were examined for the ability of each analog to inhibit JH biosynthesis by corpora allata in vitro. Each analog series consisted of analogs that contained a single amino acid change from the native AST4 sequence. The first series contained Ala replacement analogs and the second contained analogs with D-amino acid replacements. The first analog series used Ala replacements to help indicate which amino acid side chains were most important for inhibition of JH biosynthesis. The most important side chain appeared to be Leu(8) followed by Phe(6) and Tyr(4). Additionally, the D-amino acid series suggested that a secondary structural element(s) at the C-terminus of AST4 could be important to the biological activity.
引用
收藏
页码:1165 / 1171
页数:7
相关论文
共 23 条
[11]   CHANGES IN THE SENSITIVITY OF ADULT COCKROACH CORPORA ALLATA TO A BRAIN ALLATOSTATIN [J].
PRATT, GE ;
FARNSWORTH, DE ;
FEYEREISEN, R .
MOLECULAR AND CELLULAR ENDOCRINOLOGY, 1990, 70 (02) :185-195
[12]   JUVENILE HORMONES RADIOBIOSYNTHESIZED BY CORPORA ALLATA OF ADULT FEMALE LOCUSTS IN-VITRO [J].
PRATT, GE ;
TOBE, SS .
LIFE SCIENCES, 1974, 14 (03) :575-586
[13]   TURNS IN PEPTIDES AND PROTEINS [J].
ROSE, GD ;
GIERASCH, LM ;
SMITH, JA .
ADVANCES IN PROTEIN CHEMISTRY, 1985, 37 :1-109
[14]   SENSITIVITY TO ALLATOSTATINS OF CORPORA ALLATA FROM LARVAL AND ADULT FEMALE DIPLOPTERA-PUNCTATA [J].
STAY, B ;
JOSHI, S ;
WOODHEAD, AP .
JOURNAL OF INSECT PHYSIOLOGY, 1991, 37 (01) :63-70
[15]  
STAY B, 1991, ACS SYM SER, V453, P164
[16]   THE DESIGN OF PEPTIDE-HORMONE ANALOGS [J].
STEWART, JM .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1982, 3 (07) :300-303
[17]   NERVOUS AND HUMORAL INHIBITION OF C-16 JUVENILE-HORMONE SYNTHESIS IN LAST INSTAR FEMALES OF THE VIVIPAROUS COCKROACH, DIPLOPTERA-PUNCTATA [J].
SZIBBO, CM ;
TOBE, SS .
GENERAL AND COMPARATIVE ENDOCRINOLOGY, 1983, 49 (03) :437-445
[18]  
Tobe S.S., 1980, P345
[19]   THE EFFECT OF L-METHIONINE CONCENTRATION ON JUVENILE-HORMONE BIOSYNTHESIS BY CORPORA-ALLATA OF THE COCKROACH DIPLOPTERA-PUNCTATA [J].
TOBE, SS ;
CLARKE, N .
INSECT BIOCHEMISTRY, 1985, 15 (02) :175-179
[20]   INFLUENCE OF SUBSTRATE CONCENTRATIONS ON RATE OF INSECT JUVENILE-HORMONE BIOSYNTHESIS BY CORPORA ALLATA OF DESERT LOCUST INVITRO [J].
TOBE, SS ;
PRATT, GE .
BIOCHEMICAL JOURNAL, 1974, 144 (01) :107-113