Literature DB >> 27994739

New Series of BPL Inhibitors To Probe the Ribose-Binding Pocket of Staphylococcus aureus Biotin Protein Ligase.

Jiage Feng1, Ashleigh S Paparella1, William Tieu1, David Heim1, Sarah Clark1, Andrew Hayes1, Grant W Booker1, Steven W Polyak1, Andrew D Abell1.   

Abstract

Replacing the labile adenosinyl-substituted phosphoanhydride of biotinyl-5'-AMP with a N1-benzyl substituted 1,2,3-triazole gave a new truncated series of inhibitors of Staphylococcus aureus biotin protein ligase (SaBPL). The benzyl group presents to the ribose-binding pocket of SaBPL based on in silico docking. Halogenated benzyl derivatives (12t, 12u, 12w, and 12x) proved to be the most potent inhibitors of SaBPL. These derivatives inhibited the growth of S. aureus ATCC49775 and displayed low cytotoxicity against HepG2 cells.

Entities:  

Keywords:  Enzyme inhibitors; Staphylococcus aureus; antibiotics; biotin protein ligase

Year:  2016        PMID： 27994739      PMCID： PMC5150696          DOI： 10.1021/acsmedchemlett.6b00248

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  20 in total

1.  Targeting Mycobacterium tuberculosis Biotin Protein Ligase (MtBPL) with Nucleoside-Based Bisubstrate Adenylation Inhibitors.

Authors:  Matthew R Bockman; Alvin S Kalinda; Riccardo Petrelli; Teresa De la Mora-Rey; Divya Tiwari; Feng Liu; Surrendra Dawadi; Madhumitha Nandakumar; Kyu Y Rhee; Dirk Schnappinger; Barry C Finzel; Courtney C Aldrich
Journal:  J Med Chem       Date:  2015-09-03       Impact factor: 7.446

2.  Use of binding enthalpy to drive an allosteric transition.

Authors:  Patrick H Brown; Dorothy Beckett
Journal:  Biochemistry       Date:  2005-03-01       Impact factor: 3.162

Review 3.  ESKAPEing the labyrinth of antibacterial discovery.

Authors:  Ruben Tommasi; Dean G Brown; Grant K Walkup; John I Manchester; Alita A Miller
Journal:  Nat Rev Drug Discov       Date:  2015-07-03       Impact factor: 84.694

4.  Structural characterization of Staphylococcus aureus biotin protein ligase and interaction partners: an antibiotic target.

Authors:  Nicole R Pendini; Min Y Yap; D A K Traore; Steven W Polyak; Nathan P Cowieson; Andrew Abell; Grant W Booker; John C Wallace; Jacqueline A Wilce; Matthew C J Wilce
Journal:  Protein Sci       Date:  2013-06       Impact factor: 6.725

5.  Selective inhibition of biotin protein ligase from Staphylococcus aureus.

Authors:  Tatiana P Soares da Costa; William Tieu; Min Y Yap; Nicole R Pendini; Steven W Polyak; Daniel Sejer Pedersen; Renato Morona; John D Turnidge; John C Wallace; Matthew C J Wilce; Grant W Booker; Andrew D Abell
Journal:  J Biol Chem       Date:  2012-03-21       Impact factor: 5.157

6.  Bisubstrate adenylation inhibitors of biotin protein ligase from Mycobacterium tuberculosis.

Authors:  Benjamin P Duckworth; Todd W Geders; Divya Tiwari; Helena I Boshoff; Paul A Sibbald; Clifton E Barry; Dirk Schnappinger; Barry C Finzel; Courtney C Aldrich
Journal:  Chem Biol       Date:  2011-11-23

7.  Biotin protein ligase from Saccharomyces cerevisiae. The N-terminal domain is required for complete activity.

Authors:  S W Polyak; A Chapman-Smith; P J Brautigan; J C Wallace
Journal:  J Biol Chem       Date:  1999-11-12       Impact factor: 5.157

8.  Improved Synthesis of Biotinol-5'-AMP: Implications for Antibacterial Discovery.

Authors:  William Tieu; Steven W Polyak; Ashleigh S Paparella; Min Y Yap; Tatiana P Soares da Costa; Belinda Ng; Geqing Wang; Richard Lumb; Jan M Bell; John D Turnidge; Matthew C J Wilce; Grant W Booker; Andrew D Abell
Journal:  ACS Med Chem Lett       Date:  2014-12-11       Impact factor: 4.345

9.  The biotin repressor: modulation of allostery by corepressor analogs.

Authors:  Patrick H Brown; John E Cronan; Morten Grøtli; Dorothy Beckett
Journal:  J Mol Biol       Date:  2004-04-02       Impact factor: 5.469

10.  Kinetics of biotinyl-5'-adenylate synthesis catalyzed by the Escherichia coli repressor of biotin biosynthesis and the stability of the enzyme-product complex.

Authors:  Y Xu; D Beckett
Journal:  Biochemistry       Date:  1994-06-14       Impact factor: 3.162
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  2 in total

1.  A Novel Lipoate-Protein Ligase, Mhp-LplJ, Is Required for Lipoic Acid Metabolism in Mycoplasma hyopneumoniae.

Authors:  Jin Jin; Huan Chen; Ning Wang; Kemeng Zhu; Huanhuan Liu; Dongfang Shi; Jiuqing Xin; Henggui Liu
Journal:  Front Microbiol       Date:  2021-01-18       Impact factor: 5.640

2.  Advanced Resistance Studies Identify Two Discrete Mechanisms in Staphylococcus aureus to Overcome Antibacterial Compounds that Target Biotin Protein Ligase.

Authors:  Andrew J Hayes; Jiulia Satiaputra; Louise M Sternicki; Ashleigh S Paparella; Zikai Feng; Kwang J Lee; Beatriz Blanco- Rodriguez; William Tieu; Bart A Eijkelkamp; Keith E Shearwin; Tara L Pukala; Andrew D Abell; Grant W Booker; Steven W Polyak
Journal:  Antibiotics (Basel)       Date:  2020-04-06
  2 in total

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