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Strategies for recognition of stem-loop RNA structures by synthetic ligands: application to the HIV-1 frameshift stimulatory sequence.

Abstract：

:Production of the Gag-Pol polyprotein in human immunodeficiency virus (HIV) requires a -1 ribosomal frameshift, which is directed by a highly conserved RNA stem-loop. Building on our discovery of a set of disulfide-containing peptides that bind this RNA, we describe medicinal chemistry efforts designed to begin to understand the structure-activity relationships and RNA sequence-selectivity relationships associated with these compounds. Additionally, we have prepared analogues incorporating an olefin or saturated hydrocarbon bioisostere of the disulfide moiety, as a first step toward enhancing biostability. The olefin-containing compounds exhibit affinity comparable to the lead disulfide and, importantly, have no discernible toxicity when incubated with human fibroblasts at concentrations up to 1 mM.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Palde PB,Ofori LO,Gareiss PC,Lerea J,Miller BL

doi

10.1021/jm100231t

subject

Has Abstract

pub_date

2010-08-26 00:00:00

pages

6018-27

issue

16

eissn

0022-2623

issn

1520-4804

journal_volume

53

pub_type

杂志文章

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