title: Inhibitors of phenylalanine ammonia-lyase: 1-aminobenzylphosphonic acids substituted in the benzene ring.
abstract: Dextrorotatory 1-amino-3',4'-dichlorobenzylphosphonic acid was found to be a potent inhibitor of the plant enzyme phenylalanine ammonia-lyase both in vitro and in vivo from among the ring-substituted 1-aminobenzylphosphonic acids and other analogues of phenylglycine. A structure activity relationship analysis of the results obtained permits predictions on the geometry of the pocket of the enzyme and is a basis in the strategy of better inhibitor synthesis.
authors.affiliation: Institute of Organic Chemistry, Biochemistry and Biotechnology, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, 50-370, Wroclaw, Poland. zon@kch.ch.pwr.wroc.pl
authors.forename: Jerzy
authors.initials: J
authors.lastname: Zon
authors.forename: Nikolaus
authors.initials: N
authors.lastname: Amrhein
authors.forename: Roman
authors.initials: R
authors.lastname: Gancarz
mesh_terms: D000872:Anthocyanins / Q000037:antagonists & inhibitors / Q000096:biosynthesis; D001596:Benzylamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019612:Fagopyrum / Q000378:metabolism; D007700:Kinetics; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010650:Phenylalanine Ammonia-Lyase / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship
chemical_list: C450159:1-amino-3',4'-dichlorobenzylphosphonic acid; D000872:Anthocyanins; D001596:Benzylamines; D004791:Enzyme Inhibitors; D063065:Organophosphonates; D010650:Phenylalanine Ammonia-Lyase