Binding to the DNA Minor Groove by Heterocyclic Dications: From AT‐Specific Monomers to GC Recognition with Dimers

No abstract is available for this paper.

• Publication year

  2012

• Venue

  Current Protocols in Nucleic Acid Chemistry

• Publication date

  2012-12-01

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/0471142700.nc0808s51PMID 23255206PMCID PMC3539175
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Natural product DNA major groove binders.

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• Pharmacokinetics of Py-Im polyamides depend on architecture: cyclic versus linear.

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• Detailed interrogation of trypanosome cell biology via differential organelle staining and automated image analysis

  2012influential reference
• Designed compounds for recognition of 10 base pairs of DNA with two at binding sites.

  2012cited by this paper
• DNA shape, genetic codes, and evolution.

  2011cited by this paper
• Targeting G-quadruplexes in gene promoters: a novel anticancer strategy?

  2011influential reference
• Real- Time Monitoring of Nucleic Acid Interactions with Biosensor- Surface Plasmon Resonance

  2011cited by this paper
• Thermodynamics of nucleic acid "shape readout" by an aminosugar.

  2011cited by this paper
• A map of minor groove shape and electrostatic potential from hydroxyl radical cleavage patterns of DNA.

  2011cited by this paper
• Structure and stability of higher-order human telomeric quadruplexes.

  2011cited by this paper
• Synthetic Small Molecules for Epigenetic Activation of Pluripotency Genes in Mouse Embryonic Fibroblasts

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• Water-mediated binding of agents that target the DNA minor groove.

  2011cited by this paper
• HPV episome levels are potently decreased by pyrrole-imidazole polyamides.

  2011cited by this paper
• Modulation of NF-κB-dependent gene transcription using programmable DNA minor groove binders

  2011cited by this paper
• Diamidines for human African trypanosomiasis.

  2010cited by this paper
• Anticancer activities of alkylating pyrrole–imidazole polyamides with specific sequence recognition

  2010cited by this paper
• Targeting the ICB2 site of the topoisomerase IIalpha promoter with a formamido-pyrrole-imidazole-pyrrole H-pin polyamide.

  2010cited by this paper
• Making sense of G‐quadruplex and i‐motif functions in oncogene promoters

  2010cited by this paper
• Molecular dynamics of water-mediated interactions of a linear benzimidazole-biphenyl diamidine with the DNA minor groove.

  2009cited by this paper
• DNA minor groove binders: back in the groove.

  2009cited by this paper
• The role of DNA shape in protein-DNA recognition

  2009influential reference
• A role for water molecules in DNA-ligand minor groove recognition.

  2009cited by this paper
• G-quadruplex nucleic acids as therapeutic targets.

  2009cited by this paper
• A Role for Water Molecules in DNA—Ligand Minor Groove Recognition

  2009cited by this paper
• Efficacy of the Novel Diamidine Compound 2,5-Bis(4-Amidinophenyl)- Furan-Bis-O-Methlylamidoxime (Pafuramidine, DB289) against Trypanosoma brucei rhodesiense Infection in Vervet Monkeys after Oral Administration

  2008influential reference
• Targeted chemical wedges reveal the role of allosteric DNA modulation in protein-DNA assembly.

  2008cited by this paper
• Diamidine activity against trypanosomes: the state of the art.

  2008influential reference
• Allostery: DNA does it, too.

  2008cited by this paper
• Antiparasitic compounds that target DNA.

  2008cited by this paper
• Direct inhibition of the DNA-binding activity of POU transcription factors Pit-1 and Brn-3 by selective binding of a phenyl-furan-benzimidazole dication

  2008cited by this paper
• Phylogenomic analysis of the emergence of GC-rich transcription elements

  2007cited by this paper
• Design of DNA minor groove binding diamidines that recognize GC base pair sequences: a dimeric-hinge interaction motif.

  2007cited by this paper
• Human telomere, oncogenic promoter and 5′-UTR G-quadruplexes: diverse higher order DNA and RNA targets for cancer therapeutics

  2007cited by this paper
• Construction of a genome-scale structural map at single-nucleotide resolution.

  2007cited by this paper
• Unusually strong binding to the DNA minor groove by a highly twisted benzimidazole diphenylether: induced fit and bound water.

  2007cited by this paper
• Diamidines as antitrypanosomal, antileishmanial and antimalarial agents.

  2006influential reference
• Roles for mitochondria in pentamidine susceptibility and resistance in Leishmania donovani.

  2006influential reference
• Quadruplex DNA: sequence, topology and structure

  2006cited by this paper
• Out-of-shape DNA minor groove binders: induced fit interactions of heterocyclic dications with the DNA minor groove.

  2005cited by this paper
• Fellowship of the rings: the replication of kinetoplast DNA.

  2005cited by this paper
• Dications that target the DNA minor groove: compound design and preparation, DNA interactions, cellular distribution and biological activity.

  2005cited by this paper
• Programmable DNA binding oligomers for control of transcription.

  2005cited by this paper
• Detection of arsenical drug resistance in Trypanosoma brucei with a simple fluorescence test.

  2005cited by this paper
• GC/AT-content spikes as genomic punctuation marks.

  2004cited by this paper
• Thiophene-based diamidine forms a "super" at binding minor groove agent.

  2004cited by this paper
• Dicationic DNA Minor Groove Binders as Antimicrobial Agents

  2004cited by this paper
• Groove-binding unsymmetrical cyanine dyes for staining of DNA: syntheses and characterization of the DNA-binding.

  2003influential reference
• Cooperative dimerization of a heterocyclic diamidine determines sequence-specific DNA recognition.

  2003cited by this paper
• Comparative thermodynamics for monomer and dimer sequence-dependent binding of a heterocyclic dication in the DNA minor groove.

  2002cited by this paper
• Evaluation of the influence of compound structure on stacked-dimer formation in the DNA minor groove.

  2001cited by this paper
• Recognition of ATGA sequences by the unfused aromatic dication DB293 forming stacked dimers in the DNA minor groove.

  2001cited by this paper
• Induced fit DNA recognition by a minor groove binding analogue of Hoechst 33258: fluctuations in DNA A tract structure investigated by NMR and molecular dynamics simulations.

  2001cited by this paper
• DNA minor-groove recognition by small molecules.

  2001cited by this paper
• DNA minor groove interactions and the biological activity of 2,5-bis.

  2000cited by this paper
• A retroviral RNA kissing complex containing only two G.C base pairs.

  2000cited by this paper
• Specific molecular recognition of mixed nucleic acid sequences: an aromatic dication that binds in the DNA minor groove as a dimer.

  2000cited by this paper
• Synthetic DNA minor groove-binding drugs.

  1999cited by this paper
• PALLADIUM CATALYZED CROSS-COUPLING REACTIONS FOR THE SYNTHESIS OF 2,5-DISUBSTITUTEDFURANS

  1999influential reference
• Structural basis for G•C recognition in the DNA minor groove

  1998cited by this paper
• Progress in the design of DNA sequence‐specific lexitropsins

  1997cited by this paper
• Targeting the minor groove of DNA: crystal structures of two complexes between furan derivatives of berenil and the DNA dodecamer d(CGCGAATTCGCG)2.

  1996cited by this paper
• Anti-pneumocystis activity of bis-amidoximes and bis-o-alkylamidoximes prodrugs

  1996influential reference
• SYNTHESIS OF 2,5-Bis-(4-CYANOPHENYL)-FURAN

  1996influential reference
• The structure and replication of kinetoplast DNA.

  1995cited by this paper
• A crystallographic and spectroscopic study of the complex between d(CGCGAATTCGCG)2 and 2,5-bis(4-guanylphenyl)furan, an analogue of berenil. Structural origins of enhanced DNA-binding affinity.

  1995cited by this paper
• Transferring the purine 2-amino group from guanines to adenines in DNA changes the sequence-specific binding of antibiotics.

  1995cited by this paper
• Different binding mode in AT and GC sequences for unfused-aromatic dications.

  1994cited by this paper
• The purine 2-amino group as a critical recognition element for binding of small molecules to DNA.

  1994cited by this paper
• The search for structure-specific nucleic acid-interactive drugs: effects of compound structure on RNA versus DNA interaction strength.

  1993cited by this paper
• Antiparallel side-by-side dimeric motif for sequence-specific recognition in the minor groove of DNA by the designed peptide 1-methylimidazole-2-carboxamide netropsin.

  1992influential reference
• GC-rich DNA sequences block homologous recombination in vitro.

  1991cited by this paper
• The Effects of Ligand Structure on Binding Mode and Specificity in the Interaction of Unfused Aromatic Cations with DNA

  1990cited by this paper
• Molecular recognition between oligopeptides and nucleic acids. Specificity of binding of a monocationic bis‐furan lexitropsin to DNA deduced from footprinting and 1H NMR studies

  1989cited by this paper
• Sequence specific molecular recognition by a monocationic lexitropsin of the decadeoxyribonucleotide d-[CATGGCCATG]2: structural and dynamic aspects deduced from high field 1H-NMR studies.

  1988cited by this paper
• CpG islands in vertebrate genomes.

  1987cited by this paper
• Genomic localization of hepatitis B virus in a human hepatoma cell line.

  1986cited by this paper
• Isohelical analysis of DNA groove-binding drugs.

  1986cited by this paper
• THE SYNTHESIS OF 2,5‐DISUBSTITUTED FURANS

  1984influential reference
• Binding of an antitumor drug to DNA, Netropsin and C-G-C-G-A-A-T-T-BrC-G-C-G.

  1984cited by this paper
• Effects of the antibiotics netropsin and distamycin A on the structure and function of nucleic acids.

  1975cited by this paper
• Netropsin. A specific probe for A-T regions of duplex deoxyribonucleic acid.

  1974influential reference
• Netropsin, a New Antibiotic Produced by a Streptomyces

  1951cited by this paper

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  2022cites this paper
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  2019cites this paper
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  2019cites this paper
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  2019cites this paper
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  2019cites this paper
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  2019cites this paper
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  2018cites this paper
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  2018cites this paper
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