- A simple synthesis of 2-keto-3-deoxy-D-erythro-hexonic acid isopropyl ester, a key sugar for the bacterial population living under metallic stress
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2-Keto-3-deoxy-D-erythro-hexonic acid (KDG) is the key intermediate metabolite of the Entner Doudoroff (ED) pathway. A simple, efficient and stereoselective synthesis of KDG isopropyl ester is described in five steps from 2,3-O-isopropylidene-D-threitol with an overall yield of 47%. KDG isopropyl ester is studied as an attractive marker of a functional Entner Doudoroff pathway. KDG isopropyl ester is used to promote growth of ammonium producing bacterial strains, showing interesting features in the remediation of heavy-metal polluted soils.
- Grison, Claire M.,Renard, Brice-Loic,Grison, Claude
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- Synthesis and evaluation of dual site inhibitors of 3-deoxy-d-arabino- heptulosonate 7-phosphate synthase
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3-Deoxy-d-arabino-heptulosonate 7-phosphate (DAH7P) synthase catalyses the first step of the shikimate pathway for the biosynthesis of aromatic compounds. Enzymes of this pathway have been identified as potential targets for drug design. The reaction catalysed by DAH7P synthase is an aldol condensation between phosphoenolpyruvate (PEP) and d-erythrose 4-phosphate (E4P). In this study inhibitors of DAH7P synthase were prepared which were designed to fit into the binding sites of both PEP and E4P substrates simultaneously. Inhibitors, known to target the PEP binding site, were extended using a C4 linker to include an appropriately placed phosphate group in order to access the phosphate-binding site of E4P. A small increase in inhibition was observed with this modification, and the inhibition results have been rationalised by induced-fit docking.
- Walker, Scott R.,Jiao, Wanting,Parker, Emily J.
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supporting information; experimental part
p. 5092 - 5097
(2011/10/09)
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- Process for preparing 3-hydroxy 2-keto acids
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A process has now been discovered by which an intermediate in preparation of antibiotics STR1 may be directly derived from the substrate STR2 by treatment with aqueous solutions of MHCO3 and MOH, wherein: R1, R2 and R3 are each independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, aryl, or substituted aryl; M is alkali metal (such as Na, Li, or K); and X is halogen.
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