Aggregate formation and radiolytic degradation of amphiphilic DNA block copolymer possessing disulfide bond

Bioorg Med Chem Lett. 2012 Dec 1;22(23):7045-7. doi: 10.1016/j.bmcl.2012.09.090. Epub 2012 Oct 2.

Abstract

We have designed a novel aggregate of DNA block copolymer (DBC) that is sensitive to hypoxic X-irradiation. The DBC consists of tetrahydropyrane-protected 2-hydroxyethyl methacrylate as a hydrophobic unit and oligodeoxynucleotides as a hydrophilic unit, which are linked to a radiation-sensitive disulfide bond. The DBC self-assembled efficiently to form aggregates that encapsulated small molecules such as nile red and pyrene. Hypoxic X-irradiation could then induce reductive degradation of the DBC aggregates via an exchange reaction of the disulfide bond to release guest molecules.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA / chemistry
  • DNA / metabolism*
  • DNA / radiation effects
  • Disulfides / chemistry*
  • Drug Carriers / chemistry
  • Hydrophobic and Hydrophilic Interactions
  • Methacrylates / chemistry
  • Oligodeoxyribonucleotides / chemistry
  • Oxazines / chemistry
  • Polymers / chemistry*
  • Pyrenes / chemistry
  • Radiation, Ionizing

Substances

  • Disulfides
  • Drug Carriers
  • Methacrylates
  • Oligodeoxyribonucleotides
  • Oxazines
  • Polymers
  • Pyrenes
  • hydroxyethyl methacrylate
  • DNA
  • pyrene
  • nile red