Syntheses of Cyclic Octapeptides and Mediation by Them of Selective Transport, Including Enantiomer Recognition, through an Organic Liquid Membrane.

Abstract
Cyclic octapeptides (1-4) having analogous amino acid sequences were synthesized from the corresponding linear peptides using a conventional sulution-phase method. The cyclization was performed by the EDCI/HOBt procedure using an equimolar mixture of alkaline metal cations at a high dilution (concentration of linear peptide : 1.2 mM). The selective transport of amino acid methyl ester and amine salts through an organic liquid membrane mediated by the synthetic cyclic octapeptides and the enantiomer recognition properties in the transport of racemic Phe-OMe salt were examined. The cyclic octapeptides transported D-Phe-OMe salt more efficiently than other guest salts.

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