Bridging β-Cyclodextrin Prevents Self-Inclusion, Promotes Supramolecular Polymerization, and Promotes Cooperative Interaction with Nucleic Acids

Angew Chem Int Ed Engl. 2018 Jun 25;57(26):7753-7758. doi: 10.1002/anie.201802550. Epub 2018 May 25.

Abstract

A bridge to assemble: Cyclodextrins bridged with an ammonium linker bearing a hydrophobic substituent can efficiently form supramolecular polymers and avoid the competing self-inclusion and head-to-head processes. Furthermore, the self-assembling cyclodextrin derivative interacts in a highly cooperative manner with DNA, as demonstrated by compaction experiments. It also interacts cooperatively with siRNA and allows its transfection.

Keywords: cyclodextrin; inclusion complexes; nucleic acids; supramolecular polymers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA / chemistry*
  • DNA / genetics
  • Hydrophobic and Hydrophilic Interactions
  • Luciferases / genetics
  • Microscopy, Fluorescence
  • Polymerization*
  • RNA, Small Interfering / chemistry*
  • RNA, Small Interfering / genetics
  • Small Molecule Libraries / chemistry
  • Transfection
  • beta-Cyclodextrins / chemistry*

Substances

  • RNA, Small Interfering
  • Small Molecule Libraries
  • beta-Cyclodextrins
  • DNA
  • Luciferases
  • betadex