Self-Assembly of Supramolecular DNA Amphiphiles through Host-Guest Interaction and Their Stimuli-Responsiveness

Macromol Rapid Commun. 2020 May;41(9):e2000022. doi: 10.1002/marc.202000022. Epub 2020 Mar 20.

Abstract

Smart DNA nanostructures have found potential application in material science and biomedicine. Most building blocks are DNA amphiphiles covalently synthesized from DNA and hydrophobic molecules. Here, the noncovalent approach based on the host-guest interaction between cucurbit[7]uril (CB[7]) and two hydrophobic guests with different topologies is utilized to modularly construct supramolecular DNA amphiphiles including DNA-CB[7]/ferrocene derivative and DNA-CB[7]/adamantine derivative. Both of the supramolecular DNA amphiphiles assemble into uniform spherical micelles, which can encapsulate hydrophobic Nile Red molecules and anchor gold nanoparticles through DNA hybridization. In addition, 1-adamantanamine hydrochloride, a competitive guest with a strong binding constant with CB[7], induces the dissociation of DNA-CB[7]/ferrocene derivative micelles. More importantly, the redox properties of ferrocene induce reversible morphology changes between the spherical micelles and the dissociated state. These stimuli-responsive DNA supra-amphiphilic micelles, as novel vehicles, expand the family of smart DNA nanostructures.

Keywords: DNA amphiphiles; host-guest interactions; self-assembly; stimuli responsiveness; supramolecular chemistry.

MeSH terms

  • Bridged-Ring Compounds / chemistry*
  • DNA / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Imidazoles / chemistry*
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry
  • Molecular Structure
  • Particle Size
  • Surface Properties
  • Surface-Active Agents / chemical synthesis*
  • Surface-Active Agents / chemistry

Substances

  • Bridged-Ring Compounds
  • Imidazoles
  • Macromolecular Substances
  • Surface-Active Agents
  • cucurbit(7)uril
  • DNA