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Literature DB >> 27091070

Characterization and in vitro activity of a branched peptide boronic acid that interacts with HIV-1 RRE RNA.

Jessica E Wynn¹, Wenyu Zhang¹, Denis M Tebit², Laurie R Gray², Marie-Louise Hammarskjold², David Rekosh², Webster L Santos³.

Abstract

A branched peptide containing multiple boronic acids was found to bind RRE IIB selectively and inhibit HIV-1 p24 capsid production in a dose-dependent manner. Structure-activity relationship studies revealed that branching in the peptide is crucial for the low micromolar binding towards RRE IIB, and the peptide demonstrates selectivity towards RRE IIB in the presence of tRNA. Footprinting studies suggest a binding site on the upper stem and internal loop regions of the RNA, which induces enzymatic cleavage of the internal loops of RRE IIB upon binding.

Entities: CellLine Chemical Disease Gene Species

Keywords: Boronic acids; Branched peptides; HIV-1; RRE RNA; p24 inhibition

Mesh：

Substances：

Year: 2016 PMID： 27091070 PMCID： PMC4972714 DOI： 10.1016/j.bmc.2016.04.009

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

61 in total

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6. 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

7. 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

Characterization and in vitro activity of a branched peptide boronic acid that interacts with HIV-1 RRE RNA.

1. The effect of viral regulatory protein expression on gene delivery by human immunodeficiency virus type 1 vectors produced in stable packaging cell lines.

Review 2. The HIV-1 Rev protein.

3. Dynamic ensemble view of the conformational landscape of HIV-1 TAR RNA and allosteric recognition.

4. Inhibition of the HIV-1 rev-RRE complex formation by unfused aromatic cations.

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

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

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

8. Effects of 1,8-diaminooctane on the FIV Rev regulatory system.

9. Chimeric RNase H-competent oligonucleotides directed to the HIV-1 Rev response element.

Review 10. Current prospects for RNA interference-based therapies.

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

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

Review 3. Merging the Versatile Functionalities of Boronic Acid with Peptides.

Review 4. Boronic Acids and Their Derivatives in Medicinal Chemistry: Synthesis and Biological Applications.

Review 5. The Boron Advantage: The Evolution and Diversification of Boron's Applications in Medicinal Chemistry.