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Cyclic enkephalin anddermorphin analoguescontaining a carbonylbridge Katarzyna FilipMarta OleszczukJacek Wójcik2004 год

Cyclic enkephalin and dermorphin analogues containing a carbonyl bridge
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Аннотация: Four cyclic enkephalin analogues and four cyclic dermorphin analogues have been synthesized. Cyclization of linear peptides containing basic amino acid residues of various side chain length in position 2 and 5 (enkephalin analogues) or 2 and 4 (dermorphin analogues) was achieved by treatment with bis-(4-nitrophenyl) carbonate to form a urea unit. The peptides were tested in the guinea-pig ileum (GPI) and mouse vas deferens (MVD) assays. Diverse activity was observed, depending on the size of the ring and the location of the urea unit. The conformation of two dermorphin analogues has been studied: one of high activity (IC50 = 4.15 nM in the GPI assay) and a second of low activity (IC50 = 6700 nM in the GPI assay). The conformational space of these peptides was examined using the EDMC method. Using data from the NMR spectra, each peptide was described as an ensemble of conformers. Biological activity was discussed in light of the structural data. Copyright © 2004 European Peptide Society and John Wiley & Sons, Ltd.
Год издания: 2004
Авторы: Katarzyna Filip, Marta Oleszczuk, Jacek Wójcik, Nga N. Chung, Peter W. Schiller, Danuta Pawlak, Agnieszka Zieleniak, Agnieszka Parcińska, Ewa Witkowska, Jan Izdebski
Издательство: Wiley
Источник: Journal of Peptide Science
Ключевые слова: Chemical Synthesis and Analysis, Neuropeptides and Animal Physiology, Biochemical and Structural Characterization
Другие ссылки: Journal of Peptide Science (HTML)
PubMed (HTML)