Literature DB >> 27453773

Effect of intercalator and Lewis acid-base branched peptide complex formation: boosting affinity towards HIV-1 RRE RNA.

Jessica E Wynn1, Wenyu Zhang1, Denis M Tebit2, Laurie R Gray2, Marie-Louise Hammarskjold2, David Rekosh2, Webster L Santos1.   

Abstract

High throughput screening of a 4096 compound library of boronic acid and acridine containing branched peptides revealed compounds that have dissociation constants in the low nanomolar regime for HIV-1 RRE IIB RNA. We demonstrate that branched peptide boronic acids A5, A6, and A7 inhibit the production of p24, an HIV-1 capsid protein, in a dose-dependent manner.

Entities:  

Year:  2016        PMID: 27453773      PMCID: PMC4957400          DOI: 10.1039/C6MD00171H

Source DB:  PubMed          Journal:  Medchemcomm        ISSN: 2040-2503            Impact factor:   3.597


  28 in total

1.  Toward targeting RNA structure: branched peptides as cell-permeable ligands to TAR RNA.

Authors:  David I Bryson; Wenyu Zhang; Patrick M McLendon; Theresa M Reineke; Webster L Santos
Journal:  ACS Chem Biol       Date:  2011-10-28       Impact factor: 5.100

2.  New inhibitors of the Tat-TAR RNA interaction found with a "fuzzy" pharmacophore model.

Authors:  Steffen Renner; Verena Ludwig; Oliver Boden; Ute Scheffer; Michael Göbel; Gisbert Schneider
Journal:  Chembiochem       Date:  2005-06       Impact factor: 3.164

3.  Amphiphilic helical peptides containing two acridine moieties display picomolar affinity toward HIV-1 RRE and TAR.

Authors:  Yeongran Lee; Soonsil Hyun; Hyun Jin Kim; Jaehoon Yu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Structural analysis of the interaction between the human immunodeficiency virus Rev protein and the Rev response element.

Authors:  J Kjems; M Brown; D D Chang; P A Sharp
Journal:  Proc Natl Acad Sci U S A       Date:  1991-02-01       Impact factor: 11.205

Review 5.  The HIV-1 Rev protein.

Authors:  V W Pollard; M H Malim
Journal:  Annu Rev Microbiol       Date:  1998       Impact factor: 15.500

6.  Real-time kinetics of HIV-1 Rev-Rev response element interactions. Definition of minimal binding sites on RNA and protein and stoichiometric analysis.

Authors:  D I Van Ryk; S Venkatesan
Journal:  J Biol Chem       Date:  1999-06-18       Impact factor: 5.157

7.  Branched peptide boronic acids (BPBAs): a novel mode of binding towards RNA.

Authors:  Wenyu Zhang; David I Bryson; Jason B Crumpton; Jessica Wynn; Webster L Santos
Journal:  Chem Commun (Camb)       Date:  2013-03-25       Impact factor: 6.222

8.  Divergent evolution in reverse transcriptase (RT) of HIV-1 group O and M lineages: impact on structure, fitness, and sensitivity to nonnucleoside RT inhibitors.

Authors:  Denis M Tebit; Michael Lobritz; Matthew Lalonde; Taina Immonen; Kamlendra Singh; Stefanos Sarafianos; Ottmar Herchenröder; Hans-Georg Kräusslich; Eric J Arts
Journal:  J Virol       Date:  2010-07-14       Impact factor: 5.103

9.  RNA-ligand interactions: affinity and specificity of aminoglycoside dimers and acridine conjugates to the HIV-1 Rev response element.

Authors:  Nathan W Luedtke; Qi Liu; Yitzhak Tor
Journal:  Biochemistry       Date:  2003-10-07       Impact factor: 3.162

10.  Heterocyclic compounds that inhibit Rev-RRE function and human immunodeficiency virus type 1 replication.

Authors:  Deidra Shuck-Lee; Fei Fei Chen; Ryan Willard; Sharmila Raman; Roger Ptak; Marie-Louise Hammarskjold; David Rekosh
Journal:  Antimicrob Agents Chemother       Date:  2008-07-14       Impact factor: 5.191

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  4 in total

1.  Molecular recognition of HIV-1 RNAs with branched peptides.

Authors:  Ashley N Peralta; Yumin Dai; Chringma Sherpa; Stuart F J Le Grice; Webster L Santos
Journal:  Methods Enzymol       Date:  2019-05-15       Impact factor: 1.600

2.  Branched Peptides: Acridine and Boronic Acid Derivatives as Antimicrobial Agents.

Authors:  Jessica E Wynn; Wenyu Zhang; Joseph O Falkinham; Webster L Santos
Journal:  ACS Med Chem Lett       Date:  2017-07-12       Impact factor: 4.345

3.  Molecular recognition of a branched peptide with HIV-1 Rev Response Element (RRE) RNA.

Authors:  Yumin Dai; Ashley N Peralta; Jessica E Wynn; Chringma Sherpa; Hao Li; Astha Verma; Stuart F J Le Grice; Webster L Santos
Journal:  Bioorg Med Chem       Date:  2019-03-07       Impact factor: 3.641

4.  Discovery of a Branched Peptide That Recognizes the Rev Response Element (RRE) RNA and Blocks HIV-1 Replication.

Authors:  Yumin Dai; Jessica E Wynn; Ashley N Peralta; Chringma Sherpa; Bhargavi Jayaraman; Hao Li; Astha Verma; Alan D Frankel; Stuart F Le Grice; Webster L Santos
Journal:  J Med Chem       Date:  2018-10-18       Impact factor: 7.446

  4 in total

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