ChemInform Abstract: Metal Binding of Lissoclinum patella Metabolites. Part 1. Patellamides A, C and Ulithiacyclamide A

Autor:	Nicholas C Price, Sharon M. Kelly, Kees Versluis, Albert J. R. Heck, Linda A. Morris, J. Jantina Kettenes‐van den Bosch, Marcel Jaspars
Rok vydání:	2010
Předmět:	Isosbestic point chemistry.chemical_classification Circular dichroism Stereochemistry General Medicine Lissoclinum patella Mass spectrometry Cyclic peptide Patellamide A Metal chemistry.chemical_compound chemistry visual_art visual_art.visual_art_medium Selectivity
Zdroj:	ChemInform. 32
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200130196
Popis:	Studies on three Thz, and Oxn containing cyclic peptides, patellamide A and C (1, 3) and ulithiacyclamide A (9) isolated from the Indo-Pacific ascidian (seasquirt) Lissoclinum patella have delineated their metal binding selectivity. Patellamide C (3) shows extreme selectivity for Cu2+ even in the presence of an excess of Zn2+ and shows no binding at all to Co2+, Ni2+ and Hg2+. Patellamide A (1) is less selective for Cu2+, whereas ulithiacyclamide A (9) shows selectivity similar to that of patellamide C (3). The selectivity was studied by circular dichroism spectroscopy and mass spectrometry. The CD spectra obtained whilst patellamide C was slowly titrated with Cu2+ show one isosbestic point indicating the Cu2+ binding involves only two conformations. These studies indicate that Cu2+, not Zn2+ is the biologically relevant metal for these compounds and point towards a potential ecological function of these complexes.
Databáze:	OpenAIRE
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