(1-Amino-2-propenyl) phosphonic acid, an inhibitor of alanine racemase and D-alanine: D-alanine ligase

…, D Carniato, L Vo Quang, AM Lacoste…

Index: Vo-Quang, Yen; Carniato, Denis; Vo-Quang, Liliane; Lacoste, Anne-Marie; Neuzil, Eugene; Goffic, Francois Le Journal of Medicinal Chemistry, 1986 , vol. 29, # 4 p. 579 - 581

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Citation Number: 16

Abstract

DL-(1-Amino-2-propeny1) phosphonic acid was synthesized through the sequential oxidation, sulfoxide elimination, and deprotection of diphenyl [1-[(benzyloxycarbonyl) amino]- 3-(phenylthio) propyl] phosphonate. This analogue of vinylglycine is a strong inhibitor of the alanine racemases from Pseudomonas aeruginosa and Streptococcus fuecalis and of the D- Ala: D-Ala ligase from this latter species. This molecule is ineffective against the whole ...