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http://hdl.handle.net/2445/132717
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DC Field | Value | Language |
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dc.contributor.author | Mendive Tapia, Lorena | - |
dc.contributor.author | Preciado Gallego, Sara | - |
dc.contributor.author | García, Jesús | - |
dc.contributor.author | Ramón, Rosario | - |
dc.contributor.author | Kielland, Nicola | - |
dc.contributor.author | Albericio Palomera, Fernando | - |
dc.contributor.author | Lavilla Grífols, Rodolfo | - |
dc.date.accessioned | 2019-05-06T09:46:47Z | - |
dc.date.available | 2019-05-06T09:46:47Z | - |
dc.date.issued | 2015-05-21 | - |
dc.identifier.issn | 2041-1723 | - |
dc.identifier.uri | http://hdl.handle.net/2445/132717 | - |
dc.description.abstract | Natural peptides show high degrees of specificity in their biological action. However, their therapeutical profile is severely limited by their conformational freedom and metabolic instability. Stapled peptides constitute a solution to these problems and access to these structures lies on a limited number of reactions involving the use of non-natural amino acids. Here, we describe a synthetic strategy for the preparation of unique constrained peptides featuring a covalent bond between tryptophan and phenylalanine or tyrosine residues. The preparation of such peptides is achieved in solution and on solid phase directly from the corresponding sequences having an iodo-aryl amino acid through an intramolecular palladium-catalysed C-H activation process. Moreover, complex topologies arise from the internal stapling of cyclopeptides and double intramolecular arylations within a linear peptide. Finally, as a proof of principle, we report the application to this new stapling method to relevant biologically active compounds. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Nature Publishing Group | - |
dc.relation.isformatof | Reproducció del document publicat a: https://doi.org/10.1038/ncoms8160 | - |
dc.relation.ispartof | Nature Communications, 2015, vol. 6, p. 7160 | - |
dc.relation.uri | https://doi.org/10.1038/ncoms8160 | - |
dc.rights | cc-by (c) Mendive Tapia, Lorena et al., 2015 | - |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/es | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Síntesi en fase sólida | - |
dc.subject.classification | Química combinatòria | - |
dc.subject.classification | Ressonància magnètica nuclear | - |
dc.subject.other | Solid-phase synthesis | - |
dc.subject.other | Combinatorial chemistry | - |
dc.subject.other | Nuclear magnetic resonance | - |
dc.title | Two-electron connection between tryptophan and phenylalanine/tyrosine residues: linked, constrained and stapled peptides through C-H activation processes | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/publishedVersion | - |
dc.identifier.idgrec | 667016 | - |
dc.date.updated | 2019-05-06T09:46:48Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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File | Description | Size | Format | |
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667016.pdf | 1.67 MB | Adobe PDF | View/Open |
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