Show simple item record

Chemoselective reaction of methoxyaminomethyl BODIPYs with unprotected carbohydrates: a powerful tool for accessing BODIPY neoglycosides

dc.contributor.authorGómez López, Ana María
dc.contributor.authorGarcía Fernández, Luis
dc.contributor.authorGonzález Santana, Andrés
dc.contributor.authorUriel, Clara
dc.contributor.authorGartzia Rivero, Leire
dc.contributor.authorBañuelos Prieto, Jorge ORCID
dc.contributor.authorGarcía Moreno, Inmaculada
dc.contributor.authorInfantes, Lourdes
dc.contributor.authorAguilar, María Rosa
dc.contributor.authorLópez Pérez, José Cristóbal
dc.date.accessioned2024-08-08T07:51:40Z
dc.date.available2024-08-08T07:51:40Z
dc.date.issued2024-06
dc.identifier.citationOrganic Chemistry Frontiers 11(16) : 4356-4365 (2024)es_ES
dc.identifier.issn2052-4129
dc.identifier.urihttp://hdl.handle.net/10810/69217
dc.description.abstractThe neoglycosylation of methoxyaminomethyl-appended BODIPYs with unprotected reducing mono-, di-, and trisaccharides produces, in a regio- and stereoselective manner, cyclic N-glycosyl-N-methoxy–BODIPY conjugates, as a relevant class of neoglycosides that display excellent photophysical characteristics in pure water, even at high dye concentrations. In addition, the cellular uptake of some of the neoglycosylated BODIPYs has been confirmed via fluorescence microscopy, and a BODIPY–acarbose conjugate showed comparable enzymatic inhibitory activity to acarbose for two different α-amylases: A. oryzae α-amylase (AOA) and human salivary α-amylase (HSA).es_ES
dc.description.sponsorshipThis research received financial support from the Spanish Ministerio de Ciencia e Innovación (MCIN)/Agencia Estatal de Investigación (AEI) Grants: PID2020-114755GB-C31 and -C33, and PID2021-122504NB-I00 funded by MCIN/AEI/10.13039/501100011033 and by ERDF A way of making Europe. LGR and JB acknowledge Gobierno Vasco for financial support (IT1639-22). MRA and LGF acknowledge financial support from MCIN (PID2020-114086RB-I00) and Comunidad de Madrid (P2022/BMD-7406). MRA and LGF are members of the SusPlast platform from Consejo Superior de Investigaciones Científicas (CSIC). This research work was performed in the framework of the Nanomedicine CSIC HUB (ref 202180E048). The authors thank Ms. Rosa Ana Ramírez (ICTP-CSIC) for assistance in the biological experiments. We are also indebted to Ms. Marina Rodríguez and Mr Diego Raúl Pozas (IQOG-CSIC) for skilful technical support.es_ES
dc.language.isoenges_ES
dc.publisherRSCes_ES
dc.relationinfo:eu-repo/grantAgreement/MICINN/PID2020-114755GB-C31es_ES
dc.relationinfo:eu-repo/grantAgreement/MICINN/PID2020-114755GB-C33es_ES
dc.relationinfo:eu-repo/grantAgreement/MICINN/PID2021-122504NB-I00es_ES
dc.relationinfo:eu-repo/grantAgreement/MICINN/PID2020-114086RB-I00es_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by-nc/3.0/es/*
dc.titleChemoselective reaction of methoxyaminomethyl BODIPYs with unprotected carbohydrates: a powerful tool for accessing BODIPY neoglycosideses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holderThis article is licensed under a Creative Commons Attribution-Non Commercial 3.0 Unported licence.es_ES
dc.rights.holderAtribución-NoComercial 3.0 España*
dc.relation.publisherversionhttps://pubs.rsc.org/en/content/articlelanding/2024/qo/d4qo00886ces_ES
dc.identifier.doi10.1039/d4qo00886c
dc.departamentoesQuímica físicaes_ES
dc.departamentoeuKimika fisikoaes_ES


Files in this item

Thumbnail
Name:
d4qo00886c.pdf
Size:
2.735Mb
Format:
PDF
Description:
Artículo
View/Open
Thumbnail
Name:
license_rdf
Size:
920bytes
Format:
application/rdf+xml
View/Open

This item appears in the following Collection(s)

Show simple item record

This article is licensed under a Creative Commons Attribution-Non Commercial 3.0 Unported licence.
Except where otherwise noted, this item's license is described as This article is licensed under a Creative Commons Attribution-Non Commercial 3.0 Unported licence.