Metal binding of Lissoclinum patella metabolites. Part 2: Lissoclinamides 9 and 10

Autor: Bruce F. Milne, Linda A. Morris, Nicholas C Price, Albert J. R. Heck, J. Jantina Kettenes‐van den Bosch, Kees Versluis, Marcel Jaspars, Sharon M. Kelly
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron. 57:3199-3207
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)00178-8
Popis: Studies on the Thz, Thn and Oxn containing cyclic peptides, lissoclinamides 9 ( 9 ) and 10 ( 10 ) isolated from the Indo-Pacific ascidian (seasquirt) Lissoclinum patella have delineated their metal binding selectivity. MS and CD competition studies show that lissoclinamide 10 ( 10 ) shows selectivity for Cu 2+ in the presence of an excess of Zn 2+ whereas lissoclinamide 9 ( 9 ) is less selective for Cu 2+ . Comparison of the solution state conformations derived from nOe restrained molecular dynamics and additional Monte–Carlo conformational searches suggested binding environments for the Cu 2+ which confirmed the MS measurements and suggested a reason for the selectivity in the case of lissoclinamides 9 and 10.
Databáze: OpenAIRE