A cyclic hexapeptide comprising alternating alpha-aminoxy and alpha-amino acids is a selective chloride ion receptor

Chemistry. 2005 May 6;11(10):3005-9. doi: 10.1002/chem.200500098.


In nonpolar solvents, the cyclic hexapeptide 2, which comprises alternating D-alpha-amino and D-alpha-aminoxy acids, adopts a C3-symmetric conformation with alternating eight (N--O turns)- and seven (gamma turns)-membered-ring hydrogen bonds. A series of anion-binding studies has suggested that 2 can function as an effective anion receptor that not only displays a high selectivity for chloride ions, but also the capability to extract chloride ions from aqueous solutions into organic phases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amination
  • Amino Acids / chemistry*
  • Bromides / chemistry
  • Chlorides / chemistry*
  • Ions / chemistry
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Oxygen / chemistry*
  • Peptides, Cyclic / chemical synthesis
  • Peptides, Cyclic / chemistry*


  • Amino Acids
  • Bromides
  • Chlorides
  • Ions
  • Peptides, Cyclic
  • Oxygen