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Directing macromolecular conformation through halogen bonds.

Andrea Regier Voth1, Franklin A Hays, P Shing Ho

  • 1Department of Biochemistry and Biophysics, Oregon State University, Corvallis, OR 97331-7503, USA.

Proceedings of the National Academy of Sciences of the United States of America
|March 24, 2007
PubMed
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Researchers engineered a halogen bond using brominated uracil to control DNA structure, finding it stronger than hydrogen bonds. This advance offers a new tool for designing molecular materials with DNA.

Area of Science:

  • Supramolecular chemistry
  • Chemical biology
  • Materials science

Background:

  • Halogen bonds are noncovalent interactions involving halogen atoms.
  • These interactions are increasingly used in supramolecular chemistry and materials design.
  • Controlling biological molecule conformation is crucial for molecular engineering.

Purpose of the Study:

  • To engineer a halogen bond to direct the conformation of a biological molecule.
  • To compare the strength of a halogen bond against a hydrogen bond in a DNA context.
  • To establish halogen bonding as a tool for designing DNA-based molecular materials.

Main Methods:

  • Formation of a halogen bond between brominated uracil and phosphate oxygen.
  • Engineering this interaction to influence the conformational isomer of a four-stranded DNA junction.

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  • Comparing the energetic contribution of the halogen bond versus a hydrogen bond.

    • Main Results:

    • The engineered halogen bond successfully directed the conformation of the DNA junction.
    • The halogen bond was found to be 2-5 kcal/mol stronger than the analogous hydrogen bond.
    • This interaction's strength is dependent on the specific geometry of the halogen bond.

    Conclusions:

    • Halogen bonding can be effectively used to control the conformation of biological molecules like DNA.
    • This interaction offers a stronger alternative to hydrogen bonds in specific molecular environments.
    • Halogen bonding presents a promising strategy for the rational design of novel DNA-based materials.