Distinct modulation of group I ribozyme activity among stereoisomers of a synthetic pentamine with structural constraints

Biochem Biophys Res Commun. 2018 Oct 12;504(4):698-703. doi: 10.1016/j.bbrc.2018.09.015. Epub 2018 Sep 10.

Abstract

Among cationic molecules that can modulate ribozyme activities, polyamines act as both activator and inhibitor of ribozyme reactions partly due to their structural flexibility. Restriction of structural flexibility of polyamines may allow them to emphasize particular modulation effects. We examined eight stereoisomers of a synthetic pentamine bearing three cyclopentane rings. In the reaction of a structurally unstable group I ribozyme, three stereoisomers exhibited distinct effects as inhibitor, an additive with a neutral effect, and also as an activator.

Keywords: Group I intron; Polyamine; RNA enzyme; Ribozyme; Stereoisomer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • Enzyme Activators / chemistry
  • Enzyme Activators / pharmacology*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Kinetics
  • Molecular Structure
  • Nucleic Acid Conformation
  • Quaternary Ammonium Compounds / chemistry
  • Quaternary Ammonium Compounds / pharmacology*
  • RNA / chemistry
  • RNA / genetics
  • RNA / metabolism
  • RNA, Catalytic / chemistry
  • RNA, Catalytic / metabolism*
  • Stereoisomerism
  • Substrate Specificity
  • Tetrahymena / enzymology

Substances

  • Enzyme Activators
  • Enzyme Inhibitors
  • GIR1 ribozyme
  • Quaternary Ammonium Compounds
  • RNA, Catalytic
  • pentamine
  • RNA