U. Groth, L. Lehmann, L. Richter
Apr 16, 1993
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0
Influential Citations
19
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Journal
European Journal of Organic Chemistry
Abstract
In the last few years, 1 -aminocyclopropanecarboxylic acid (ACC) and its derivatives have attracted special attention due to their biological activityL21. The outstanding properties of the cyclopropyl group seem to be responsible for the selective inhibition of enzymes by many cyclopropyl amino acids. The best known cyclopropyl amino acid is the achiral 1 -amino- 1 -cyclopropanecarboxylic acid itself, the biosynthetic precursor of ethylene, which is responsible for the ripening of Other cyclopropane derivatives are widespread among various classes of natural products, such as fatty acids, terpenes, steroids and amino acids. A replacement of the carboxylic group of ACC by a phosphonic group would yield aminocyclopropylphosphonic acids. a-Aminophosphonic acids, the phosphonic acid analogues of a-amino acids, are finding increasing interestf41 because of their potential or proven biological Due to the tetrahedral structure of the phosphonic acid moiety, they act as "transition-state analogues"[6] and thus serve as models for enzyme or as components in enzyme inhibitors[8*11a1.