INHIBITION OF AMINOPEPTIDASES BY PHOSPHONIC ACID AND PHOSPHINIC ACID ANALOGS OF ASPARTIC AND GLUTAMIC ACIDS

被引:22
作者
LEJCZAK, B
DECHOSZCZAK, MP
KAFARSKI, P
机构
[1] Institute of Organic and Physical Chemistry, Technical University of Wroclaw, 50-370 Wroclaw
来源
JOURNAL OF ENZYME INHIBITION | 1993年 / 7卷 / 02期
关键词
CYTOSOLIC AMINOPEPTIDASE; MICROSOMAL AMINOPEPTIDASE; LAP; APM; PHOSPHONIC ACIDS; PHOSPHINIC ACIDS;
D O I
10.3109/14756369309040752
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
More than 30 phosphonic and phosphinic acid analogues of aspartic and glutamic acids were synthesized in order to probe how the structural differences of these molecules were reflected in their ability to inhibit cytosolic (LAP) and microsomal (APM) aminopeptidases. Although most of the compounds studied were found to exert only a modest inhibitory effect, the studies provide some information on the structural requirements of the binding subsites and catalytic centers of both enzymes.
引用
收藏
页码:97 / 103
页数:7
相关论文
共 16 条
[1]   ALPHA-AMINOALDEHYDES - TRANSITION-STATE ANALOG INHIBITORS OF LEUCINE AMINOPEPTIDASE [J].
ANDERSSON, L ;
ISLEY, TC ;
WOLFENDEN, R .
BIOCHEMISTRY, 1982, 21 (17) :4177-4180
[2]   PHOSPHORUS AMINO-ACID-ANALOGS AS INHIBITORS OF LEUCINE AMINOPEPTIDASE [J].
GIANNOUSIS, PP ;
BARTLETT, PA .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (09) :1603-1609
[3]  
GRUSZECKA E, 1979, POL J CHEM, V53, P2327
[4]   A PHOSPHONAMIDATE DIPEPTIDE ANALOG AS AN INHIBITOR OF CARBOXYPEPTIDASE-A [J].
JACOBSEN, NE ;
BARTLETT, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (03) :654-657
[5]  
JENCKS WP, 1975, ADV ENZYMOL RAMB, V43, P219
[6]   INHIBITION OF AMINOPEPTIDASES BY AMINOPHOSPHONATES [J].
LEJCZAK, B ;
KAFARSKI, P ;
ZYGMUNT, J .
BIOCHEMISTRY, 1989, 28 (08) :3549-3555
[7]   CHROMATOGRAPHIC ASSIGNMENT OF THE CONFIGURATION OF 1-AMINOALKANE-PHOSPHONIC ACIDS [J].
LEJCZAK, B ;
KAFARSKI, P ;
MASTALERZ, P .
JOURNAL OF CHROMATOGRAPHY, 1985, 324 (02) :455-461
[8]  
LEJCZAK B, 1981, EXPERIENTIA, V37, P462
[9]  
MILISZKIEWICZ D, 1992, PESTIC SCI, V33, P349
[10]   NEW PHOSPHONIC ANALOGS OF ASPARTIC AND GLUTAMIC-ACID BY AMINOALKYLATION OF TRIVALENT PHOSPHORUS CHLORIDES WITH ETHYL ACETYLOACETATE OR ETHYL LEVULINATE AND BENZYL CARBAMATE [J].
OLEKSYSZYN, J ;
GRUSZECKA, E ;
KAFARSKI, P ;
MASTALERZ, P .
MONATSHEFTE FUR CHEMIE, 1982, 113 (01) :59-71