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

Bioorganic & Medicinal Chemistry
2016.0

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.

Knowledge Graph

Similar Paper

Characterization and in vitro activity of a branched peptide boronic acid that interacts with HIV-1 RRE RNA
Bioorganic & Medicinal Chemistry 2016.0
Branched Peptides: Acridine and Boronic Acid Derivatives as Antimicrobial Agents
ACS Medicinal Chemistry Letters 2017.0
Strategies for Recognition of Stem−Loop RNA Structures by Synthetic Ligands: Application to the HIV-1 Frameshift Stimulatory Sequence
Journal of Medicinal Chemistry 2010.0
A strategy for the design of selective RNA binding agents. Preparation and RRE RNA binding affinities of a neomycin-peptide nucleic acid heteroconjugate library
Bioorganic & Medicinal Chemistry Letters 2006.0
Binding of dimeric aminoglycosides to the HIV-1 rev responsive element (RRE) RNA construct
Bioorganic & Medicinal Chemistry Letters 2001.0
Aminoglycoside antibiotics, neamine and its derivatives as potent inhibitors for the RNA–protein interactions derived from HIV-1 activators
Bioorganic & Medicinal Chemistry Letters 2001.0
Identification of Specific Small Molecule Ligands for Stem Loop 3 Ribonucleic Acid of the Packaging Signal Ψ of Human Immunodeficiency Virus-1
Journal of Medicinal Chemistry 2009.0
Selection of heptapeptides that bind helix 69 of bacterial 23S ribosomal RNA
Bioorganic & Medicinal Chemistry 2013.0
High-Affinity Recognition of HIV-1 Frameshift-Stimulating RNA Alters Frameshifting in Vitro and Interferes with HIV-1 Infectivity
Journal of Medicinal Chemistry 2014.0
Nucleobase modified neamines with a lysine as a linker, their inhibition specificity for TAR-Tat derived from HIV-1
Bioorganic & Medicinal Chemistry 2015.0