dc.contributor.author | Uriel, Clara | |
dc.contributor.author | Grenier, Dylan | |
dc.contributor.author | Herranz, Florian | |
dc.contributor.author | Casado Antón, Natalia | |
dc.contributor.author | Bañuelos Prieto, Jorge ![ORCID](/themes/Mirage2//images/orcid_16x16.png) | |
dc.contributor.author | Rebollar, Esther ![ORCID](/themes/Mirage2//images/orcid_16x16.png) | |
dc.contributor.author | García Moreno, Inmaculada | |
dc.contributor.author | Gómez López, Ana María | |
dc.contributor.author | López Pérez, José Cristóbal | |
dc.date.accessioned | 2024-04-29T15:25:44Z | |
dc.date.available | 2024-04-29T15:25:44Z | |
dc.date.issued | 2024-03 | |
dc.identifier.citation | The Journal of Organic Chemistry 89(6) : 4042-4055 (2024) | es_ES |
dc.identifier.issn | 0022-3263 | |
dc.identifier.issn | 1520-6904 | |
dc.identifier.uri | http://hdl.handle.net/10810/66918 | |
dc.description.abstract | Recent years have witnessed an increasing interest in the synthesis and study of BODIPY-glycoconjugates. Most of the described synthetic methods toward these derivatives involve postfunctional modifications of the BODIPY core followed by the covalent attachment of the fluorophore and the carbohydrate through a “connector”. Conversely, few de novo synthetic approaches to linker-free carbohydrate-BODIPY hybrids have been described. We have developed a reliable modular, de novo, synthetic strategy to linker-free BODIPY-sugar derivatives using the condensation of pyrrole C-glycosides with a pyrrole-carbaldehyde derivative mediated by POCl3. This methodology allows labeling of carbohydrate biomolecules with fluorescent-enough BODIPYs within the biological window, stable in aqueous media, and able to display singlet oxygen generation. | es_ES |
dc.description.sponsorship | This research received financial support from the Spanish Ministerio de Ciencia e Innovación (MCIN)/Agencia Estatal de Investigación (AEI) Grants PID2020-114755GB-C31 and PID2020-114755GB-C33 and PID2021-122504NB-I00 funded by MCIN/AEI/10.13039/501100011033 and by ERDF A way of making Europe. Gobierno Vasco (IT1639-22) is also thanked for financial support. N.C. thanks MINECO (project PID2020-114755GB-C33) for a predoctoral contract. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | ACS | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PID2020-114755GB-C31 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PID2020-114755GB-C33 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PID2021-122504NB-I00 | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/es/ | * |
dc.title | De Novo Access to BODIPY C-Glycosides as Linker-Free Nonsymmetrical BODIPY-Carbohydrate Conjugates | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | © 2024 The Authors. Published by American Chemical Society. This publication is licensed under
CC-BY 4.0. | es_ES |
dc.rights.holder | Atribución 3.0 España | * |
dc.relation.publisherversion | https://pubs.acs.org/doi/full/10.1021/acs.joc.3c02907 | es_ES |
dc.identifier.doi | 10.1021/acs.joc.3c02907 | |
dc.departamentoes | Química física | es_ES |
dc.departamentoeu | Kimika fisikoa | es_ES |