A new pH-switchable dimannosyl[c2]daisy chain molecular machine

Org Lett. 2008 Sep 4;10(17):3741-4. doi: 10.1021/ol801390h. Epub 2008 Jul 31.

Abstract

The preparation of a dimannosyl[c2]daisy chain molecular machine containing an ammonium and a triazolium station is described. The both stretched and contracted states of the molecular machine can be obtained by variation of the pH, thus localizing the mannosyl stoppers closer or farther away.

MeSH terms

  • Dimerization
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy / methods
  • Mannose / analogs & derivatives*
  • Mannose / chemical synthesis
  • Models, Molecular
  • Molecular Conformation
  • Quaternary Ammonium Compounds / chemistry
  • Rotaxanes / chemical synthesis*
  • Rotaxanes / chemistry
  • Triazoles / chemistry

Substances

  • Quaternary Ammonium Compounds
  • Rotaxanes
  • Triazoles
  • Mannose