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Structure of shikimate kinase fromMycobacterium tuberculosisreveals the binding of shikimic acid [PDF]
Acta Crystallographica Section D: Biological Crystallography, 2004 Tuberculosis made a resurgence in the mid-1980s and now kills approximately 3 million people a year. The re-emergence of tuberculosis as a public health threat, the high susceptibility of HIV-infected persons and the proliferation of multi-drug-resistant
Fernanda Canduri +2 more
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Enantiospecific synthesis of (−)-5-epi-shikimic acid and (−)-shikimic acid
Journal of the Chemical Society, Perkin Transactions 1, 1997Diastereoselective reaction of 2,3-O-isopropylidene-D-ribose with allylmagnesium chloride gave a 5∶1 mixture of triols 4 and 5, which were then converted to nitrones 8 and 9. Intramolecular nitrone cycloaddition gave the isoxazolidines 10 and 11, which on acetylation gave the corresponding acetates 12 and 13 which were separated by repeated ...
Shende Jiang +4 more
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Creation of a Shikimate Pathway Variant
Journal of the American Chemical Society, 2004The competition between the Escherichia coli carbohydrate phosphotransferase system and 3-deoxy-d-arabino-heptulosonate 7-phosphate (DAHP) synthase for phosphoenolpyruvate limits the concentration and yield of natural products microbially synthesized via the shikimate pathway.
Ningqing, Ran, K M, Draths, J W, Frost
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Carcinogenicity of bracken and shikimic acid
Nature, 1974SINCE our initial reports of the carcinogenic potential of bracken for rats and mice1,2 part of our work has been directed towards the isolation of the causative factor(s). The assays used have included acute toxicity testing in mice (orally and intraperitoneally (i.p.)) and mutagen trials with Drosophila and mice, as well as long term cancer induction
I A, Evans, M A, Osman
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Interaction of shikimic acid with shikimate kinase.
Biochemical and biophysical research communications, 2005The crystal structure of shikimate kinase from Mycobacterium tuberculosis (MtSK) complexed with MgADP and shikimic acid (shikimate) has been determined at 2.3A resolution, clearly revealing the amino acid residues involved in shikimate binding. In MtSK, the Glu61 strictly conserved in SK forms a hydrogen bond and salt-bridge with Arg58 and assists in ...
José Henrique, Pereira +7 more
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The effect of shikimate onNostoc linckia
World Journal of Microbiology & Biotechnology, 1990Growth, heterocyst frequency and nitrogenase-catalysed hydrogen evolution, but not nitrogenase activity, hydrogen uptake and photosynthetic O2 evolution activities of the cyanobacteriumNostoc linckia, were significantly affected by shikimic acid (up to 10 μg/ml). Exposure ofN.
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1979
The shikimate pathway is the major metabolic route leading to the formation of aromatic compounds in living systems. It operates in microorganisms and in higher plants, but not in animals, which is why the latter are dependent on a dietary supply of the aromatic amino acids phenylalanine, tyrosine and tryptophan.
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The shikimate pathway is the major metabolic route leading to the formation of aromatic compounds in living systems. It operates in microorganisms and in higher plants, but not in animals, which is why the latter are dependent on a dietary supply of the aromatic amino acids phenylalanine, tyrosine and tryptophan.
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The shikimate pathway. Part 9. Halogenation at C-3 of the shikimate nucleus
Tetrahedron, 1996Abstract The use of (−)-shikimic acid as starting material in the syntheses of a series of C-3 halogenated derivatives including the analogous 3α- and 3β-fluoro and 3β-chloro acids is described together with the first stereospecific synthesis of (−)-3-epi-shikimic acid directly from the parent acid.
Roger Brettle +5 more
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The Shikimate Pathway: Biosynthesis of Phenolic Products from Shikimic Acid
2016Like other amino acids, the aromatic amino acids phenylalanine, tyrosine, and tryptophan are vitally important for protein synthesis in all organisms. However, while animals can synthesize tyrosine via oxidation of phenylalanine, they can synthesize neither phenylalanine itself nor tryptophan and so these essential amino acids must be obtained in the ...
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