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Pure Appl. Chem., 1995, Vol. 67, No. 5, pp. 711-717

Reactivity of β-lactams and phosphonamidates and reactions with β-lactamase

M. I. Page, A. P. Laws, M. J. Slater and J. R. Stone

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  • Yang Ke-Wu, Feng Lei, Yang Shao-Kang, Aitha Mahesh, LaCuran Alecander E., Oelschlaeger Peter, Crowder Michael W.: New β-phospholactam as a carbapenem transition state analog: Synthesis of a broad-spectrum inhibitor of metallo-β-lactamases. Bioorganic & Medicinal Chemistry Letters 2013, 23, 5855. <>
  • Gad El-karim I.A., Aly A.A., Amine M.S., El-Alfy S.: Quantum mechanical calculations of the cephalosporin nucleus. Mol Graph Model 2010, 28, 478. <>
  • Page Michael I, Hinchliffe Paul S, Wood J.Matthew, Harding Lindsay P, Laws Andrew P: Novel mechanism of inhibiting β-Lactamases by sulfonylation using β-Sultams. Biorg Med Chem Lett 2003, 13, 4489. <>
  • Gérard Stéphane, Dive Georges, Clamot Brigitte, Touillaux Roland, Marchand-Brynaert Jacqueline: Synthesis, hydrolysis, biochemical and theoretical evaluation of 1,4-bis(alkoxycarbonyl)azetidin-2-ones as potential elastase inhibitors. Tetrahedron 2002, 58, 2423. <>
  • Slater Martin J., Laws Andrew P., Page Michael I.: The Relative Catalytic Efficiency of β-Lactamase Catalyzed Acyl and Phosphyl Transfer. Bioorganic Chemistry 2001, 29, 77. <>
  • Page Michael I., Laws Andrew P.: The Chemical Reactivity of β-Lactams, β-Sultams and β-Phospholactams. Tetrahedron 2000, 56, 5631. <>
  • Pitarch Jesús, Pascual-Ahuir Juan-Luis, Silla Estanislao, Tuñón Iñaki, Ruiz-López Manuel F.: Modeling β-lactam interactions in aqueous solution through combined quantum mechanics-molecular mechanics methods. J Comput Chem 1999, 20, 1401. <<1401::AID-JCC7>3.0.CO;2-M>
  • Beauve Cécile, Bouchet Michèle, Touillaux Roland, Fastrez Jacques, Marchand-Brynaert Jacqueline: Synthesis, reactivity and biochemical evaluation of 1,3-substituted azetidin-2-ones as enzyme inhibitors. Tetrahedron 1999, 55, 13301. <>
  • Kato-Toma Yoko, Imajo Seiichi, Ishiguro Masaji: Water-Soluble Class C β-Lactamase Catalytic Residue Mimic: Effect of Proximally Positioned Functional Groups on their pKa Values. Tetrahetron Lett 1998, 39, 51. <>
  • Martin Richard, Jones J. Bryan: Rational design and synthesis of a highly effective transition state analog inhibitor of the RTEM-1 β-lactamase. Tetrahetron Lett 1995, 36, 8399. <>