Literature DB >> 22315190

Stereospecific formation of a ternary complex of (S)-α,β-fluoromethylene-dATP with DNA pol β.

Brian T Chamberlain1, Vinod K Batra, William A Beard, Anastasia P Kadina, David D Shock, Boris A Kashemirov, Charles E McKenna, Myron F Goodman, Samuel H Wilson.   

Abstract

The influence of water: crystallization of (R/S)-α,β-CHF-dATP with the preorganized pol β-DNA complex shows that (S)-α,β-CHF-dATP is preferentially bound to the active site with the C=F fluorine proximal to a structural water bound to Asp276.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22315190      PMCID: PMC3788113          DOI: 10.1002/cbic.201100738

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  16 in total

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Authors:  William A Beard; Samuel H Wilson
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3.  Requirement of mammalian DNA polymerase-beta in base-excision repair.

Authors:  R W Sobol; J K Horton; R Kühn; H Gu; R K Singhal; R Prasad; K Rajewsky; S H Wilson
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4.  Fluorine-protein interactions and ¹⁹F NMR isotropic chemical shifts: An empirical correlation with implications for drug design.

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Journal:  ChemMedChem       Date:  2011-01-03       Impact factor: 3.466

5.  Halogenated beta,gamma-methylene- and ethylidene-dGTP-DNA ternary complexes with DNA polymerase beta: structural evidence for stereospecific binding of the fluoromethylene analogues.

Authors:  Vinod K Batra; Lars C Pedersen; William A Beard; Samuel H Wilson; Boris A Kashemirov; Thomas G Upton; Myron F Goodman; Charles E McKenna
Journal:  J Am Chem Soc       Date:  2010-06-09       Impact factor: 15.419

6.  α-Azido bisphosphonates: synthesis and nucleotide analogues.

Authors:  Brian T Chamberlain; Thomas G Upton; Boris A Kashemirov; Charles E McKenna
Journal:  J Org Chem       Date:  2011-05-25       Impact factor: 4.354

7.  Magnesium-induced assembly of a complete DNA polymerase catalytic complex.

Authors:  Vinod K Batra; William A Beard; David D Shock; Joseph M Krahn; Lars C Pedersen; Samuel H Wilson
Journal:  Structure       Date:  2006-04       Impact factor: 5.006

8.  Alpha,beta-methylene-2'-deoxynucleoside 5'-triphosphates as noncleavable substrates for DNA polymerases: isolation, characterization, and stability studies of novel 2'-deoxycyclonucleosides, 3,5'-cyclo-dG, and 2,5'-cyclo-dT.

Authors:  Fengting Liang; Nidhi Jain; Troy Hutchens; David D Shock; William A Beard; Samuel H Wilson; M Paul Chiarelli; Bongsup P Cho
Journal:  J Med Chem       Date:  2008-09-24       Impact factor: 7.446

9.  Alpha,beta-difluoromethylene deoxynucleoside 5'-triphosphates: a convenient synthesis of useful probes for DNA polymerase beta structure and function.

Authors:  Thomas G Upton; Boris A Kashemirov; Charles E McKenna; Myron F Goodman; G K Surya Prakash; Roman Kultyshev; Vinod K Batra; David D Shock; Lars C Pedersen; William A Beard; Samuel H Wilson
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10.  Hydrogen bonding interactions of covalently bonded fluorine atoms: from crystallographic data to a new angular function in the GRID force field.

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  7 in total

1.  Two Scaffolds from Two Flips: (α,β)/(β,γ) CH2/NH "Met-Im" Analogues of dTTP.

Authors:  Anastasia P Kadina; Boris A Kashemirov; Keriann Oertell; Vinod K Batra; Samuel H Wilson; Myron F Goodman; Charles E McKenna
Journal:  Org Lett       Date:  2015-05-13       Impact factor: 6.005

2.  Remarkably Stereospecific Utilization of ATP α,β-Halomethylene Analogues by Protein Kinases.

Authors:  Feng Ni; Alvin Kung; Yankun Duan; Vivek Shah; Carolina D Amador; Ming Guo; Xuegong Fan; Lin Chen; Yongheng Chen; Charles E McKenna; Chao Zhang
Journal:  J Am Chem Soc       Date:  2017-06-02       Impact factor: 15.419

3.  Structural basis for the inefficient nucleotide incorporation opposite cisplatin-DNA lesion by human DNA polymerase β.

Authors:  Myong-Chul Koag; Lara Lai; Seongmin Lee
Journal:  J Biol Chem       Date:  2014-09-18       Impact factor: 5.157

4.  Effect of β,γ-CHF- and β,γ-CHCl-dGTP halogen atom stereochemistry on the transition state of DNA polymerase β.

Authors:  Keriann Oertell; Yue Wu; Valeria M Zakharova; Boris A Kashemirov; David D Shock; William A Beard; Samuel H Wilson; Charles E McKenna; Myron F Goodman
Journal:  Biochemistry       Date:  2012-10-19       Impact factor: 3.162

5.  Structures of dNTP intermediate states during DNA polymerase active site assembly.

Authors:  Bret D Freudenthal; William A Beard; Samuel H Wilson
Journal:  Structure       Date:  2012-09-06       Impact factor: 5.006

6.  Small molecule inhibition of SAMHD1 dNTPase by tetramer destabilization.

Authors:  Kyle J Seamon; Erik C Hansen; Anastasia P Kadina; Boris A Kashemirov; Charles E McKenna; Namandjé N Bumpus; James T Stivers
Journal:  J Am Chem Soc       Date:  2014-07-08       Impact factor: 15.419

7.  Transition state in DNA polymerase β catalysis: rate-limiting chemistry altered by base-pair configuration.

Authors:  Keriann Oertell; Brian T Chamberlain; Yue Wu; Elena Ferri; Boris A Kashemirov; William A Beard; Samuel H Wilson; Charles E McKenna; Myron F Goodman
Journal:  Biochemistry       Date:  2014-03-12       Impact factor: 3.162

  7 in total

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