Structure-activity relatioships of tetrapeptides related to dermorphin: a 500-MHz 1H-nmr study

Castiglione Morelli Ma,; Tancredi, T; Trivellone, E; Balboni, Gianfranco; Marastoni, M; Salvadori, S; Tomatis, R; Temussi, Pa

Several tetrapeptide analogs of dermorphin have been studied by means of 1H-nmr spectroscopy at 500 MHz in DMSO-d6. In spite of the unfavorable properties of the solvent, it is possible to extract key structural information that, combined with the biological activity of the peptides, yields a structure–activity relationship that is consistent with our model of the μ receptor site. In particular, the importance of the orientation of the aromatic ring of the third residue, hypothesized in the theoretical model, is now substantiated. The shape of the P subsite of the receptor is also indirectly defined by the shape of several bulky side chains of the third residue.

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Titolo:	Structure-activity relatioships of tetrapeptides related to dermorphin: a 500-MHz 1H-nmr study
Autori:	CASTIGLIONE MORELLI MA TANCREDI T TRIVELLONE E BALBONI, GIANFRANCO MARASTONI M SALVADORI S TOMATIS R TEMUSSI PA mostra contributor esterni nascondi contributor esterni
Data di pubblicazione:	1988
Rivista:	BIOPOLYMERS
Abstract:	Several tetrapeptide analogs of dermorphin have been studied by means of 1H-nmr spectroscopy at 500 MHz in DMSO-d6. In spite of the unfavorable properties of the solvent, it is possible to extract key structural information that, combined with the biological activity of the peptides, yields a structure–activity relationship that is consistent with our model of the μ receptor site. In particular, the importance of the orientation of the aromatic ring of the third residue, hypothesized in the theoretical model, is now substantiated. The shape of the P subsite of the receptor is also indirectly defined by the shape of several bulky side chains of the third residue.
Handle:	http://hdl.handle.net/11584/6633
Tipologia:	1.1 Articolo in rivista

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