dc.contributor.author | San Segundo Eizaguirre, Marcos | |
dc.contributor.author | Correa Navarro, Arkaitz | |
dc.date.accessioned | 2020-02-25T09:29:57Z | |
dc.date.available | 2020-02-25T09:29:57Z | |
dc.date.issued | 2019-10-14 | |
dc.identifier.citation | Chemical Science 10(38) : 8872-8879 (2019) | es_ES |
dc.identifier.issn | 2041-6520 | |
dc.identifier.issn | 2041-6539 | |
dc.identifier.uri | http://hdl.handle.net/10810/41433 | |
dc.description.abstract | The site-selective functionalization of C-H bonds within a peptide framework remains a challenging task of prime synthetic importance. Herein, the first Pd-catalyzed delta-C(sp(2))-H acylation of Phe containing peptides with aldehydes is described. This oxidative coupling is distinguished by its site-specificity, tolerance of sensitive functional groups, scalability, and enantiospecificity and exhibits entire chemoselectivity for Phe motifs over other amino acid units. The compatibility of this dehydrogenative acylation platform with a number of oligopeptides of high structural complexity illustrates its ample opportunities for the late-stage peptide modification and bioconjugation. | es_ES |
dc.description.sponsorship | We are grateful to MINECO (CTQ2016-78395-P; RTI2018093721-B-I00) and Basque Government (IT1033-16) for. nancial support. A.C. thanks MINECO for a Ramon y Cajal research contract (RYC-2012-09873). We acknowledge technical and human support provided by SGIker of UPV/EHU and European funding (ERDF and ESF). Cost-CHAOS action (CA15106) is also acknowledged. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Royal Society of Chemistry | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/RYC-2012-09873 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/CTQ2016-78395-P | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/RTI2018093721-B-I00 | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/es/ | * |
dc.subject | C-H functionalization | es_ES |
dc.subject | amino-acid derivatives | es_ES |
dc.subject | unactivated c(sp(3))-h | es_ES |
dc.subject | palladium | es_ES |
dc.subject | bonds | es_ES |
dc.subject | diversification | es_ES |
dc.subject | activation | es_ES |
dc.subject | arylation | es_ES |
dc.subject | olefination | es_ES |
dc.subject | chemistry | es_ES |
dc.title | Pd-catalyzed site-selective C(sp2)–H radical acylation of phenylalanine containing peptides with aldehydes | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. | es_ES |
dc.rights.holder | Atribución 3.0 España | * |
dc.relation.publisherversion | https://pubs.rsc.org/en/content/articlelanding/2019/SC/C9SC03425K#!divAbstract | es_ES |
dc.identifier.doi | 10.1039/C9SC03425K | |
dc.departamentoes | Química orgánica I | es_ES |
dc.departamentoeu | Kimika organikoa I | es_ES |