Inhibition of apple 1-aminocyclopropane-1-carboxylic acid oxidase, by cyclopropane-1,1-dicarboxylic acid and trans-2-phenylcyclopropane-1-carboxylic acid.
Cyclopropane-1,1-dicarboxylic acid (CDA) and trans-2-phenylcyclopropane-1-carboxylic acid (PCCA) are the main representatives of a group of compounds that are structural analogues of 1-aminocyclopropane-1-carboxylic acid (ACC) and have been proved to have an inhibitory effect on the wound ethylene produced by Lycopersicum esculentum fruit discs. During the experiments, that were carried out in this work the inhibition pattern of PCCA and CDA were studied when tested on partially purified apple ACO and their Ki values were determined. A mechanistic proposal was given, in order to explain the kinetic behaviour of the inhibitors. The common feature of these molecules is their cyclopropane ring, with different substitutes mainly at the positions C1 and C2. Two other compounds with similar structure where also tested as inhibitors, in order to clarify the relationship between structure and activity. These compounds are: 2-methyl cyclopropanecarboxylic acid (MCA), and cyclopropanecarboxylic acid (CCA).
Dourtoglou
V
V
Vioryl S.A. Chemical and Agricultural Industry, Kifissia, Athens, Greece. dourt@ath.forthnet.gr
Koussissi
E
E
D000594:Amino Acid Oxidoreductases / Q000037:antagonists & inhibitors*; D002264:Carboxylic Acids / Q000494:pharmacology*; D003521:Cyclopropanes / Q000494:pharmacology*; D003998:Dicarboxylic Acids; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D019685:Rosales / Q000201:enzymology*
C419327:2-phenylcyclopropane-1-carboxylic acid; D002264:Carboxylic Acids; D003521:Cyclopropanes; D003998:Dicarboxylic Acids; D004791:Enzyme Inhibitors; C419326:cyclopropane-1,1-dicarboxylic acid; D000594:Amino Acid Oxidoreductases; C059460:1-aminocyclopropane-1-carboxylic acid oxidase