Conception, synthèse et étude biologique d'inhibiteurs de phosphoénolpyruvate lyases : vers un nouveau type d'antibiothérapie

Abstract : This manuscript presents work of design, synthesis and biological study of new molecules with antibiotic aimings. The 2 therapeutic targets that we chose are enzymes, namely: the KDO-8-phosphate synthetase and the DAH-7-phosphate synthetase. These proteins are of the same family of the phosphoenolpyruvate lyases, and respectively catalyses the aldolic condensation of the phosphoenolpyruvate on the A5P and the E4P aldehyds. One take place in the biosynthesis of the bacterial cell wall, whereas second is at the origin of the aromatic amino acids biosynthesis. The synthetized inhibitors mimic the supposed transition state of these enzymatic reactions. The antibiograms carried out on various bacterial strain show unquestionable an effectiveness of these molecules. In the second time, we developed several methods of isotopic labelling with deuterium on pyruvic moiety in: aliphatic, aromatic and glucidic series, in order to synthesize labelled substrates and inhibitors, for the study of the above mentioned enzymes.
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Sylvain Petek. Conception, synthèse et étude biologique d'inhibiteurs de phosphoénolpyruvate lyases : vers un nouveau type d'antibiothérapie. Autre. Université Henri Poincaré - Nancy 1, 2003. Français. ⟨NNT : 2003NAN10016⟩. ⟨tel-01748102⟩

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