A new class of RNA-binding oligomers: peptoid amide and ester analogues

Bioconjug Chem. 2002 Nov-Dec;13(6):1171-5. doi: 10.1021/bc0255642.

Abstract

Replication of human immunodeficiency virus type 1 (HIV-1) requires specific interactions of Tat protein with the trans-activation responsive region (TAR) RNA, a 59-base stem-loop structure located at the 5'-end of all HIV mRNAs. Here we report the design, synthesis and in vitro activities of oligopeptoid amide and ester analogues which bind TAR RNA with high affinities. These results show that we have identified a new class of unnatural oligomers for RNA targeting.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry
  • Amides / metabolism*
  • Amides / pharmacology
  • Amino Acid Sequence
  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / metabolism
  • Anti-HIV Agents / pharmacology
  • Base Sequence
  • Drug Design
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Esters / metabolism*
  • Esters / pharmacology
  • Fluorescence Resonance Energy Transfer
  • HIV / drug effects
  • HIV / genetics
  • HIV Long Terminal Repeat / genetics
  • Nucleic Acid Conformation
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / metabolism*
  • Peptides / pharmacology
  • RNA, Viral / genetics
  • RNA, Viral / metabolism*
  • Substrate Specificity

Substances

  • Amides
  • Anti-HIV Agents
  • Esters
  • Peptides
  • RNA, Viral