Literature DB >> 23326631

Selective inhibition of E. coli 1-deoxy-D-xylulose-5-phosphate synthase by acetylphosphonates().

Jessica M Smith1, Ryan J Vierling, Caren Freel Meyers.   

Abstract

DXP synthase catalyzes the formation of 1-deoxy-D-xylulose 5-phosphate, an essential precursor in pathogen isoprenoid biosynthesis. The selective inhibition of this ThDP-dependent transformation is a challenging goal in the development of isoprenoid biosynthesis inhibitors. Potent, selective inhibitors could lead to new anti-infective agents. Here, we demonstrate selective inhibition of E. coli DXP synthase by butylacetylphosphonate.

Entities:  

Year:  2011        PMID： 23326631      PMCID： PMC3544079          DOI： 10.1039/C1MD00233C

Source DB:  PubMed          Journal:  Medchemcomm        ISSN： 2040-2503            Impact factor:   3.597


  19 in total

Review 1.  Elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis in bacteria and plastids. A metabolic milestone achieved through genomics.

Authors:  Manuel Rodríguez-Concepción; Albert Boronat
Journal:  Plant Physiol       Date:  2002-11       Impact factor: 8.340

2.  Cloning and characterization of 1-deoxy-D-xylulose 5-phosphate synthase from Streptomyces sp. Strain CL190, which uses both the mevalonate and nonmevalonate pathways for isopentenyl diphosphate biosynthesis.

Authors:  T Kuzuyama; M Takagi; S Takahashi; H Seto
Journal:  J Bacteriol       Date:  2000-02       Impact factor: 3.490

3.  Pyridine inhibitor binding to the 4Fe-4S protein A. aeolicus IspH (LytB): a HYSCORE Investigation.

Authors:  Weixue Wang; Jikun Li; Ke Wang; Tatyana I Smirnova; Eric Oldfield
Journal:  J Am Chem Soc       Date:  2011-04-12       Impact factor: 15.419

4.  Cloning and characterization of a gene from Escherichia coli encoding a transketolase-like enzyme that catalyzes the synthesis of D-1-deoxyxylulose 5-phosphate, a common precursor for isoprenoid, thiamin, and pyridoxol biosynthesis.

Authors:  L M Lois; N Campos; S R Putra; K Danielsen; M Rohmer; A Boronat
Journal:  Proc Natl Acad Sci U S A       Date:  1998-03-03       Impact factor: 11.205

5.  1-Deoxy-D-xylulose 5-phosphate synthase catalyzes a novel random sequential mechanism.

Authors:  Leighanne A Brammer; Jessica M Smith; Herschel Wade; Caren Freel Meyers
Journal:  J Biol Chem       Date:  2011-08-30       Impact factor: 5.157

6.  The biogenetic anatomy of vitamin B6. A 13C NMR investigation of the biosynthesis of pyridoxol in Escherichia coli.

Authors:  R E Hill; K Himmeldirk; I A Kennedy; R M Pauloski; B G Sayer; E Wolf; I D Spenser
Journal:  J Biol Chem       Date:  1996-11-29       Impact factor: 5.157

7.  Acetylphosphinate is the most potent mechanism-based substrate-like inhibitor of both the human and Escherichia coli pyruvate dehydrogenase components of the pyruvate dehydrogenase complex.

Authors:  Natalia S Nemeria; Lioubov G Korotchkina; Sumit Chakraborty; Mulchand S Patel; Frank Jordan
Journal:  Bioorg Chem       Date:  2006-10-27       Impact factor: 5.275

8.  Revealing substrate promiscuity of 1-deoxy-D-xylulose 5-phosphate synthase.

Authors:  Leighanne A Brammer; Caren Freel Meyers
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005

9.  Structure-activity relationships of compounds targeting mycobacterium tuberculosis 1-deoxy-D-xylulose 5-phosphate synthase.

Authors:  Jialin Mao; Hyungjin Eoh; Rong He; Yuehong Wang; Baojie Wan; Scott G Franzblau; Dean C Crick; Alan P Kozikowski
Journal:  Bioorg Med Chem Lett       Date:  2008-08-14       Impact factor: 2.823

10.  Rhodobacter capsulatus 1-deoxy-D-xylulose 5-phosphate synthase: steady-state kinetics and substrate binding.

Authors:  Lisa M Eubanks; C Dale Poulter
Journal:  Biochemistry       Date:  2003-02-04       Impact factor: 3.162
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  15 in total

1.  Challenges and Hallmarks of Establishing Alkylacetylphosphonates as Probes of Bacterial 1-Deoxy-d-xylulose 5-Phosphate Synthase.

Authors:  Sara Sanders; Ryan J Vierling; David Bartee; Alicia A DeColli; Mackenzie J Harrison; Joseph L Aklinski; Andrew T Koppisch; Caren L Freel Meyers
Journal:  ACS Infect Dis       Date:  2017-06-21       Impact factor: 5.084

2.  X-ray crystallography-based structural elucidation of enzyme-bound intermediates along the 1-deoxy-d-xylulose 5-phosphate synthase reaction coordinate.

Authors:  Percival Yang-Ting Chen; Alicia A DeColli; Caren L Freel Meyers; Catherine L Drennan
Journal:  J Biol Chem       Date:  2019-06-25       Impact factor: 5.157

3.  Conformational dynamics of 1-deoxy-d-xylulose 5-phosphate synthase on ligand binding revealed by H/D exchange MS.

Authors:  Jieyu Zhou; Luying Yang; Alicia DeColli; Caren Freel Meyers; Natalia S Nemeria; Frank Jordan
Journal:  Proc Natl Acad Sci U S A       Date:  2017-08-14       Impact factor: 11.205

4.  Defining critical residues for substrate binding to 1-deoxy-D-xylulose 5-phosphate synthase--active site substitutions stabilize the predecarboxylation intermediate C2α-lactylthiamin diphosphate.

Authors:  Leighanne A Brammer Basta; Hetalben Patel; Lazaros Kakalis; Frank Jordan; Caren L Freel Meyers
Journal:  FEBS J       Date:  2014-05-12       Impact factor: 5.542

5.  Targeting the Unique Mechanism of Bacterial 1-Deoxy-d-xylulose-5-phosphate Synthase.

Authors:  David Bartee; Caren L Freel Meyers
Journal:  Biochemistry       Date:  2018-07-06       Impact factor: 3.162

6.  Mechanistic binding insights for 1-deoxy-D-Xylulose-5-Phosphate synthase, the enzyme catalyzing the first reaction of isoprenoid biosynthesis in the malaria-causing protists, Plasmodium falciparum and Plasmodium vivax.

Authors:  Matthew R Battistini; Christopher Shoji; Sumit Handa; Leonid Breydo; David J Merkler
Journal:  Protein Expr Purif       Date:  2015-12-15       Impact factor: 1.650

7.  Active Site Histidines Link Conformational Dynamics with Catalysis on Anti-Infective Target 1-Deoxy-d-xylulose 5-Phosphate Synthase.

Authors:  Alicia A DeColli; Xu Zhang; Kathryn L Heflin; Frank Jordan; Caren L Freel Meyers
Journal:  Biochemistry       Date:  2019-11-26       Impact factor: 3.162

8.  DXP synthase-catalyzed C-N bond formation: nitroso substrate specificity studies guide selective inhibitor design.

Authors:  Francine Morris; Ryan Vierling; Lauren Boucher; Jürgen Bosch; Caren L Freel Meyers
Journal:  Chembiochem       Date:  2013-07-03       Impact factor: 3.164

9.  Oxidative decarboxylation of pyruvate by 1-deoxy-d-xyulose 5-phosphate synthase, a central metabolic enzyme in bacteria.

Authors:  Alicia A DeColli; Natalia S Nemeria; Ananya Majumdar; Gary J Gerfen; Frank Jordan; Caren L Freel Meyers
Journal:  J Biol Chem       Date:  2018-05-21       Impact factor: 5.157

10.  Revisiting the biosynthesis of dehydrophos reveals a tRNA-dependent pathway.

Authors:  Despina J Bougioukou; Subha Mukherjee; Wilfred A van der Donk
Journal:  Proc Natl Acad Sci U S A       Date:  2013-06-17       Impact factor: 11.205
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