Literature DB >> 11527707

The mechanism of action of bacimethrin, a naturally occurring thiamin antimetabolite.

J J Reddick1, S Saha, J Lee, J S Melnick, J Perkins, T P Begley.   

Abstract

The mechanism of bacimethrin (2) toxicity has been determined. This compound is converted to 2'-methoxy-thiamin pyrophosphate (10) by the thiamin biosynthetic enzymes. Of the seven thiamin pyrophosphate utilizing enzymes in Escherichia coli, 2'-methoxy-thiamin pyrophosphate inhibits alpha-ketoglutarate dehydrogenase, transketolase, and deoxy-D-xylulose-5-phosphate synthase. Bacimethrin does not cause repression of the genes coding for the thiamin biosynthetic enzymes.

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Year:  2001        PMID： 11527707     DOI： 10.1016/s0960-894x(01)00373-0

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  14 in total

1.  Thiamin phosphate synthase: the rate of pyrimidine carbocation formation.

Authors:  Jeremiah W Hanes; Steven E Ealick; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2007-03-28       Impact factor: 15.419

Review 2.  Vitamin and cofactor biosynthesis pathways in Plasmodium and other apicomplexan parasites.

Authors:  Sylke Müller; Barbara Kappes
Journal:  Trends Parasitol       Date:  2007-02-02

3.  The melaminophenyl arsenicals melarsoprol and melarsen oxide interfere with thiamine metabolism in the fission yeast Schizosaccharomyces pombe.

Authors:  M Ernst Schweingruber
Journal:  Antimicrob Agents Chemother       Date:  2004-09       Impact factor: 5.191

4.  Genome sequence of the bacterium Streptomyces davawensis JCM 4913 and heterologous production of the unique antibiotic roseoflavin.

Authors:  Frank Jankowitsch; Julia Schwarz; Christian Rückert; Bertolt Gust; Rafael Szczepanowski; Jochen Blom; Stefan Pelzer; Jörn Kalinowski; Matthias Mack
Journal:  J Bacteriol       Date:  2012-10-05       Impact factor: 3.490

5.  Competence of Thiamin Diphosphate-Dependent Enzymes with 2'-Methoxythiamin Diphosphate Derived from Bacimethrin, a Naturally Occurring Thiamin Anti-vitamin.

Authors:  Natalia S Nemeria; Brateen Shome; Alicia A DeColli; Kathryn Heflin; Tadhg P Begley; Caren Freel Meyers; Frank Jordan
Journal:  Biochemistry       Date:  2016-02-08       Impact factor: 3.162

Review 6.  Thiamin (vitamin B1) biosynthesis and regulation: a rich source of antimicrobial drug targets?

Authors:  Qinglin Du; Honghai Wang; Jianping Xie
Journal:  Int J Biol Sci       Date:  2011-01-09       Impact factor: 6.580

7.  C(5) modified uracil derivatives showing antiproliferative and erythroid differentiation inducing activities on human chronic myelogenous leukemia K562 cells.

Authors:  Eleonora Brognara; Ilaria Lampronti; Giulia Breveglieri; Alessandro Accetta; Roberto Corradini; Alex Manicardi; Monica Borgatti; Alessandro Canella; Chiara Multineddu; Rosangela Marchelli; Roberto Gambari
Journal:  Eur J Pharmacol       Date:  2011-09-21       Impact factor: 4.432

8.  Nucleobase-based barbiturates: their protective effect against DNA damage induced by bleomycin-iron, antioxidant, and lymphocyte transformation assay.

Authors:  Bhaveshkumar D Dhorajiya; Bharatkumar Z Dholakiya; Ahmed S Ibrahim; Farid A Badria
Journal:  Biomed Res Int       Date:  2014-05-08       Impact factor: 3.411

9.  Biosynthesis of a thiamin antivitamin in Clostridium botulinum.

Authors:  Lisa E Cooper; Seán E O'Leary; Tadhg P Begley
Journal:  Biochemistry       Date:  2014-04-01       Impact factor: 3.162

10.  The vitamin B1 metabolism of Staphylococcus aureus is controlled at enzymatic and transcriptional levels.

Authors:  Ingrid B Müller; Bärbel Bergmann; Matthew R Groves; Isabel Couto; Leonard Amaral; Tadhg P Begley; Rolf D Walter; Carsten Wrenger
Journal:  PLoS One       Date:  2009-11-03       Impact factor: 3.240
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