Literature DB >> 26025072

Influence of linker length in shape recognition of B* DNA by dimeric aminoglycosides.

Sunil Kumar1, Meredith Newby Spano2, Dev P Arya3.   

Abstract

DNA-protein recognition has shown us the importance of DNA shapes in the recognition process. Specific high-affinity targeting of DNA shapes by small molecules is desirable for many biological applications that involve regulation of DNA based processes. Here, the effect of linker length and rigidity on the affinity of a conjugated neomycin dimer for a specific DNA shape (B* form) AT-rich DNA was explored. Binding constants approximating 10(8)M(-1) for optimal linker lengths of 18-19 atoms are reported herein.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Aminoglycoside derivatives; Fluorescent intercalator displacement; Isothermal calorimetry titration; Major groove binders; Nucleic acid

Mesh:

Substances:

Year:  2015        PMID: 26025072      PMCID: PMC4837466          DOI: 10.1016/j.bmc.2015.04.082

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  20 in total

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Review 2.  DNA minor-groove recognition by small molecules.

Authors:  S Neidle
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3.  Reaching into the major groove of B-DNA: synthesis and nucleic acid binding of a neomycin-hoechst 33258 conjugate.

Authors:  Dev P Arya; Bert Willis
Journal:  J Am Chem Soc       Date:  2003-10-15       Impact factor: 15.419

4.  Recognition of B-DNA by neomycin--Hoechst 33258 conjugates.

Authors:  Bert Willis; Dev P Arya
Journal:  Biochemistry       Date:  2006-08-29       Impact factor: 3.162

5.  Molecular recognition of a DNA:RNA hybrid: sub-nanomolar binding by a neomycin-methidium conjugate.

Authors:  Nicholas N Shaw; Hongjuan Xi; Dev P Arya
Journal:  Bioorg Med Chem Lett       Date:  2008-05-28       Impact factor: 2.823

6.  A simple, high-resolution method for establishing DNA binding affinity and sequence selectivity.

Authors:  D L Boger; B E Fink; S R Brunette; W C Tse; M P Hedrick
Journal:  J Am Chem Soc       Date:  2001-06-27       Impact factor: 15.419

7.  Aminoglycoside-nucleic acid interactions: remarkable stabilization of DNA and RNA triple helices by neomycin.

Authors:  D P Arya; R L Coffee; B Willis; A I Abramovitch
Journal:  J Am Chem Soc       Date:  2001-06-13       Impact factor: 15.419

8.  Synthesis of aminoglycoside-DNA conjugates.

Authors:  I Charles; Liang Xue; Dev P Arya
Journal:  Bioorg Med Chem Lett       Date:  2002-05-06       Impact factor: 2.823

9.  Shape readout of AT-rich DNA by carbohydrates.

Authors:  Sunil Kumar; Meredith Newby Spano; Dev P Arya
Journal:  Biopolymers       Date:  2014-07       Impact factor: 2.505

10.  Effects of the A.T/T.A degeneracy of pyrrole--imidazole polyamide recognition in the minor groove of DNA.

Authors:  S White; E E Baird; P B Dervan
Journal:  Biochemistry       Date:  1996-09-24       Impact factor: 3.162

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  5 in total

1.  A review of patents (2011-2015) towards combating resistance to and toxicity of aminoglycosides.

Authors:  Nishad Thamban Chandrika; Sylvie Garneau-Tsodikova
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2.  The Thiophene "Sigma-Hole" as a Concept for Preorganized, Specific Recognition of G⋅C Base Pairs in the DNA Minor Groove.

Authors:  Pu Guo; Ananya Paul; Arvind Kumar; Abdelbasset A Farahat; Dhiraj Kumar; Siming Wang; David W Boykin; W David Wilson
Journal:  Chemistry       Date:  2016-09-14       Impact factor: 5.236

Review 3.  Comprehensive review of chemical strategies for the preparation of new aminoglycosides and their biological activities.

Authors:  Nishad Thamban Chandrika; Sylvie Garneau-Tsodikova
Journal:  Chem Soc Rev       Date:  2018-02-19       Impact factor: 54.564

4.  Arginine-linked neomycin B dimers: synthesis, rRNA binding, and resistance enzyme activity.

Authors:  Yi Jin; Derrick Watkins; Natalya N Degtyareva; Keith D Green; Meredith N Spano; Sylvie Garneau-Tsodikova; Dev P Arya
Journal:  Medchemcomm       Date:  2015-10-03       Impact factor: 3.597

Review 5.  An overview of recent advances in duplex DNA recognition by small molecules.

Authors:  Sayantan Bhaduri; Nihar Ranjan; Dev P Arya
Journal:  Beilstein J Org Chem       Date:  2018-05-16       Impact factor: 2.883

  5 in total

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