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Inhibitors of phenylalanine ammonia-lyase: substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid
Authors:Miziak Piotr  Zoń Jerzy  Amrhein Nikolaus  Gancarz Roman
Institution:Faculty of Chemistry, Department of Medicinal Chemistry and Microbiology, Wroc?aw University of Technology, Wybrzeze Wyspiańskiego 27, 50-370 Wroc?aw, Poland.
Abstract:Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (+/-)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments.
Keywords:Phenylalanine ammonia-lyase  Inhibitor  2-Aminoindane-2-phosphonic acid  2-Amino-4-bromoindane-2-phosphonic acid  (+)-1-Amino-3′  4′-dichlorobenzylphosphonic acid
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