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http://hdl.handle.net/2445/101682
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DC Field | Value | Language |
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dc.contributor.author | Martín-Gago, Pablo | - |
dc.contributor.author | Rol Rúa, Álvaro | - |
dc.contributor.author | Todorovski, Toni | - |
dc.contributor.author | Aragón Altarriba, Eric | - |
dc.contributor.author | Martin-Malpartida, Pau | - |
dc.contributor.author | Verdaguer i Espaulella, Xavier | - |
dc.contributor.author | Vallès Miret, Mariona | - |
dc.contributor.author | Fernández-Carneado, Jimena | - |
dc.contributor.author | Ponsati, Berta | - |
dc.contributor.author | Macías Hernández, María J. | - |
dc.contributor.author | Riera i Escalé, Antoni | - |
dc.date.accessioned | 2016-09-09T08:00:41Z | - |
dc.date.available | 2016-09-09T08:00:41Z | - |
dc.date.issued | 2016-06-07 | - |
dc.identifier.issn | 2045-2322 | - |
dc.identifier.uri | http://hdl.handle.net/2445/101682 | - |
dc.description.abstract | Somatostatin is a 14-residue peptide hormone that regulates the endocrine system by binding to five G-protein-coupled receptors (SSTR1-5). We have designed six new Somatostatin analogs with L-3-(3',5'-difluorophenyl)-alanine (Dfp) as a substitute of Phe and studied the effect of an electron-poor arom. ring in the network of arom. interactions present in Somatostatin. Replacement of each of the Phe residues (positions 6, 7 and 11) by Dfp and use of a D-Trp8 yielded peptides whose main conformations could be characterized in aq. soln. by NMR. Receptor binding studies revealed that the analog with Dfp at position 7 displayed a remarkable affinity to SSTR2 and SSTR3. Analogs with Dfp at positions 6 or 11 displayed a π-π interaction with the Phe present at 11 or 6, resp. Interestingly, these analogs, particularly [D-Trp8,L-Dfp11]-SRIF, showed high selectivity towards SSTR2, with a higher value than that of Octreotide and a similar one to that of native Somatostatin. | - |
dc.format.extent | 9 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Nature Publishing Group | - |
dc.relation.isformatof | Reproducció del document publicat a: http://dx.doi.org/10.1038/srep27285 | - |
dc.relation.ispartof | Scientific Reports, 2016, vol. 6, p. 27285 | - |
dc.relation.uri | http://dx.doi.org/10.1038/srep27285 | - |
dc.rights | cc-by-nc-nd (c) Martín-Gago, Pablo et al., 2016 | - |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/es | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Pèptids | - |
dc.subject.classification | Somatostatina | - |
dc.subject.classification | Hormones peptídiques | - |
dc.subject.classification | Compostos aromàtics | - |
dc.subject.other | Peptides | - |
dc.subject.other | Somatostatin | - |
dc.subject.other | Peptide hormones | - |
dc.subject.other | Aromatic compounds | - |
dc.title | Peptide aromatic interactions modulated by fluorinated residues: Synthesis, structure and biological activity of Somatostatin analogs containing 3-(3',5'difluorophenyl)-alanine | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/publishedVersion | - |
dc.identifier.idgrec | 663023 | - |
dc.date.updated | 2016-09-09T08:00:47Z | - |
dc.relation.projectID | info:eu-repo/grantAgreement/EC/FP7/246557/EU//IRBPOSTPRO | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
dc.identifier.pmid | 27271737 | - |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) Publicacions de projectes de recerca finançats per la UE |
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663023.pdf | 1.02 MB | Adobe PDF | View/Open |
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