Literature DB >> 8192477

(6S)-6-fluoroshikimic acid, an antibacterial agent acting on the aromatic biosynthetic pathway.

G M Davies1, K J Barrett-Bee, D A Jude, M Lehan, W W Nichols, P E Pinder, J L Thain, W J Watkins, R G Wilson.   

Abstract

(6S)-6-Fluoroshikimic acid inhibited the growth of Escherichia coli B on minimal medium (MIC, 0.25 micrograms ml-1), and it protected mice challenged intraperitoneally with the same organism (50% protective dose, 0.06 mg kg of body weight-1). We propose that inhibitors of bacterial aromatic biosynthesis have the potential for use in human medicine.

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Year:  1994        PMID： 8192477      PMCID： PMC284469          DOI： 10.1128/AAC.38.2.403

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN： 0066-4804            Impact factor:   5.191


  13 in total

Review 1.  Enzyme inhibition by fluoro compounds.

Authors:  R H Abeles; T A Alston
Journal:  J Biol Chem       Date:  1990-10-05       Impact factor: 5.157

Review 2.  The shikimate pathway--a metabolic tree with many branches.

Authors:  R Bentley
Journal:  Crit Rev Biochem Mol Biol       Date:  1990       Impact factor: 8.250

3.  Comparative action of glyphosate as a trigger of energy drain in eubacteria.

Authors:  R S Fischer; A Berry; C G Gaines; R A Jensen
Journal:  J Bacteriol       Date:  1986-12       Impact factor: 3.490

4.  Mutants of Escherichia coli requiring methionine or vitamin B12.

Authors:  B D DAVIS; E S MINGIOLI
Journal:  J Bacteriol       Date:  1950-07       Impact factor: 3.490

5.  Chorismate synthase. Pre-steady-state kinetics of phosphate release from 5-enolpyruvylshikimate 3-phosphate.

Authors:  T R Hawkes; T Lewis; J R Coggins; D M Mousdale; D J Lowe; R N Thorneley
Journal:  Biochem J       Date:  1990-02-01       Impact factor: 3.857

6.  Characterization of aromatic- and purine-dependent Salmonella typhimurium: attention, persistence, and ability to induce protective immunity in BALB/c mice.

Authors:  D O'Callaghan; D Maskell; F Y Liew; C S Easmon; G Dougan
Journal:  Infect Immun       Date:  1988-02       Impact factor: 3.441

7.  Stereochemistry of the 3-deoxy-D-arabino-heptulosonate 7-phosphate synthetase reaction and the chorismate synthetase reaction.

Authors:  H G Floss; D K Onderka; M Carroll
Journal:  J Biol Chem       Date:  1972-02-10       Impact factor: 5.157

8.  Stereochemistry of chorismic acid biosynthesis.

Authors:  R K Hill; G R Newkome
Journal:  J Am Chem Soc       Date:  1969-10-08       Impact factor: 15.419

9.  Aromatic-dependent Salmonella typhimurium are non-virulent and effective as live vaccines.

Authors:  S K Hoiseth; B A Stocker
Journal:  Nature       Date:  1981-05-21       Impact factor: 49.962

10.  Steric course of the chorismate synthetase reaction and the 3-deoxy-D-arabino-heptulosonate 7-phosphate (DAHP) synthetase reaction.

Authors:  D K Onderka; H G Floss
Journal:  J Am Chem Soc       Date:  1969-10-08       Impact factor: 15.419
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  15 in total

1.  Biochemical and X-ray crystallographic studies on shikimate kinase: the important structural role of the P-loop lysine.

Authors:  T Krell; J Maclean; D J Boam; A Cooper; M Resmini; K Brocklehurst; S M Kelly; N C Price; A J Lapthorn; J R Coggins
Journal:  Protein Sci       Date:  2001-06       Impact factor: 6.725

2.  The crystal structure of shikimate dehydrogenase (AroE) reveals a unique NADPH binding mode.

Authors:  Sheng Ye; Frank Von Delft; Alexei Brooun; Mark W Knuth; Ronald V Swanson; Duncan E McRee
Journal:  J Bacteriol       Date:  2003-07       Impact factor: 3.490

3.  Targeting the shikimate pathway in the malaria parasite Plasmodium falciparum.

Authors:  G A McConkey
Journal:  Antimicrob Agents Chemother       Date:  1999-01       Impact factor: 5.191

4.  Identification of new potential Mycobacterium tuberculosis shikimate kinase inhibitors through molecular docking simulations.

Authors:  Carolina Pasa Vianna; Walter F de Azevedo
Journal:  J Mol Model       Date:  2011-05-19       Impact factor: 1.810

5.  Amino Acid Biosynthetic Pathways Are Required for Klebsiella pneumoniae Growth in Immunocompromised Lungs and Are Druggable Targets during Infection.

Authors:  Rebecca J Silver; Michelle K Paczosa; Anne L McCabe; Joan-Miquel Balada-Llasat; James D Baleja; Joan Mecsas
Journal:  Antimicrob Agents Chemother       Date:  2019-07-25       Impact factor: 5.191

6.  Overexpression, crystallization and preliminary X-ray crystallographic analysis of shikimate dehydrogenase from Archaeoglobus fulgidus.

Authors:  Hyung Ho Lee
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2011-11-25

7.  Letter to the editor: 1H, 13C and 15N resonance assignments of Aquifex aeolicus shikimate kinase in complex with the substrate shikimate.

Authors:  Q Liu; Y Li; Y Wu; H Yan
Journal:  J Biomol NMR       Date:  2000-07       Impact factor: 2.835

8.  Overexpression, crystallization, and preliminary X-ray crystallographic analysis of shikimate dehydrogenase from Thermotoga maritima.

Authors:  Hyung Ho Lee
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2011-06-23

9.  Frequency and mechanism of resistance to antibacterial action of ZM 240401, (6S)-6-fluoro-shikimic acid.

Authors:  C D Ewart; D A Jude; J L Thain; W W Nichols
Journal:  Antimicrob Agents Chemother       Date:  1995-01       Impact factor: 5.191

10.  Escherichia coli chorismate synthase: a deuterium kinetic-isotope effect under single-turnover and steady-state conditions shows that a flavin intermediate forms before the C-(6proR)-H bond is cleaved.

Authors:  S Bornemann; S Balasubramanian; J R Coggins; C Abell; D J Lowe; R N Thorneley
Journal:  Biochem J       Date:  1995-02-01       Impact factor: 3.857
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