Abstract
Cyclo(L-Val-Gly-Gly-L-Pro)3 has been synthesized. This homodetic cyclic dodecapeptide is an ionophore and was designed both to be a valinomycin analogue and to bridge the gap between ionophores which exist in bacterial systems and those proteins which perform similar functions in eukaryotic membranes. Other peptide analogues of valinomycin have been reported, but these contain non-eukaryotic components, i.e., D-amino acids. The factors which may affect the functional and structural behavior of cyclo(L-Val-Gly-Gly-L-Pro)3 compared with valinomycin are: (1) increased conformational flexibility, (2) reduced hydrophobic character, (3) additional NH groups, and (4) all amide linkages.
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