Collect. Czech. Chem. Commun. 1982, 47, 1884-1892

Synthesis and conformational investigation of β-turn forming tetra- and hexapeptides

A. N. Abdel Rahman and S. Abdel Rahman

Institut fur Organische Chemie der Universitat, 7400 Tubingen, German Federal Republic


Tetra- and hexapeptides containing Pro-Gly or Gly-Pro or Aib-Pro in their sequences were synthesized using the liquid-phase method. The high solubility of the poly(ethylene glycol) bound peptides in water and in organic solvents enables the application of the singlet-singlet energy transfer method for conformational investigation of these peptides. The conformational study in solid state by IR and in solution by CD were carried out in parallel to the energy transfer method. The qualitative results generated by IR and CD were found to be in good agreement with the quantitative end-to-end distances given by the energy transfer method.