Abstract

Caledonin (1) is a modified peptide isolated from the marine tunicate Didemnun rodriguesi. Caledonin comprises a central L-phenylalanine residue connected via its amino group to ( S)-3-amino-5-mercaptopentanoic acid (a new sulfur-containing β-amino acid), and by its carboxyl group to a six membered cycloguanidine moiety, bearing an n-octyl chain. Caledonin is a natural bolaphile which strongly binds Zn II and Cu I ions.

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