Designed Intercalators for Modification of DNA Origami Surface Properties

Chemistry. 2015 Jun 22;21(26):9440-6. doi: 10.1002/chem.201500086. Epub 2015 May 14.

Abstract

The modification of the backbone properties of DNA origami nanostructures through noncovalent interactions with designed intercalators, based on acridine derivatized with side chains containing esterified fatty acids or oligo(ethylene glycol) residues is reported. Spectroscopic analyses indicate that these intercalators bind to DNA origami structures. Atomic force microscopy studies reveal that intercalator binding does not affect the structural intactness but leads to altered surface properties of the highly negatively charged nanostructures, as demonstrated by their interaction with solid mica or graphite supports. Moreover, the noncovalent interaction between the intercalators and the origami structures leads to alteration in cellular uptake, as shown by confocal microscopy studies using two different eukaryotic cell lines. Hence, the intercalator approach offers a potential means for tailoring the surface properties of DNA nanostructures.

Keywords: DNA nanostructures; intercalators; nucleic acids; self-assembly; surface binding.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA / chemistry*
  • Esterification
  • Ethylene Glycol / chemistry
  • Eukaryotic Cells / chemistry
  • Fatty Acids / chemistry
  • Humans
  • Intercalating Agents / chemical synthesis*
  • Intercalating Agents / chemistry
  • Nanostructures / chemistry*
  • Nucleic Acids / chemistry*
  • Surface Properties

Substances

  • Fatty Acids
  • Intercalating Agents
  • Nucleic Acids
  • DNA
  • Ethylene Glycol