Hydrogen-bonding induced cooperative effect on the energy transfer in helical polynorbornenes appended with porphyrin-containing amidic alanine linkers

Chem Asian J. 2010 Jun 1;5(6):1425-38. doi: 10.1002/asia.200900567.

Abstract

Polynorbornenes appended with porphyrins containing a range of different linkers are synthesized. The use of bisamidic chiral alanine linkers between the pending porphyrins and the polymeric backbone has been shown to bring the adjacent porphyrin chromophores to more suitable orientation for exciton coupling owing to hydrogen bonding between the adjacent linkers. The hydrogen bonding between the adjacent pendants in these polymers may induce a cooperative effect and therefore render single-handed helical structures for these polymers. Such a cooperative effect is reflected in the enhancement of FRET efficiencies between zinc-porphyrin and free base porphyrin in random copolymers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine
  • Circular Dichroism
  • Energy Transfer
  • Fluorescence Resonance Energy Transfer
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Metalloporphyrins / chemistry
  • Models, Molecular
  • Plastics / chemical synthesis*
  • Plastics / chemistry*
  • Polymers / chemical synthesis
  • Porphyrins / chemical synthesis*
  • Porphyrins / chemistry*

Substances

  • Metalloporphyrins
  • Plastics
  • Polymers
  • Porphyrins
  • polynorbornen
  • zinc hematoporphyrin
  • Alanine