Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery

Stimuli-responsive supramolecular systems enable spatiotemporal control of nucleic acid (NA) delivery. To achieve precise and programmable vectors, we designed azobenzene-bridged ionizable amphiphilic Janus glycosides (IAJGs) as single-component, light-responsive DNA carriers. These glucopyranose-ba...

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Autores: Wang, Zhaoxin, Rivero Barbarroja, Gonzalo, Benito, Juan M., Maisonneuve, Stéphane, Vélaz, Itziar, Juárez Gonzálvez, Inmaculada, Garrido, María J., Tros de Ilarduya, Conchita, Ortiz Mellet, Carmen, Xie, Juan, García Fernández, José M.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2026
País:España
Institución:Universidad de Sevilla (US)
Repositorio:idUS. Depósito de Investigación de la Universidad de Sevilla
OAI Identifier:oai:dnet:idus________::e78772c89f96fbb069f6e79146dedcbf
Acceso en línea:https://hdl.handle.net/11441/186622
https://doi.org/10.1038/s42004-026-01920-z
Access Level:acceso abierto
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spelling Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA deliveryWang, ZhaoxinRivero Barbarroja, GonzaloBenito, Juan M.Maisonneuve, StéphaneVélaz, ItziarJuárez Gonzálvez, InmaculadaGarrido, María J.Tros de Ilarduya, ConchitaOrtiz Mellet, CarmenXie, JuanGarcía Fernández, José M.Stimuli-responsive supramolecular systems enable spatiotemporal control of nucleic acid (NA) delivery. To achieve precise and programmable vectors, we designed azobenzene-bridged ionizable amphiphilic Janus glycosides (IAJGs) as single-component, light-responsive DNA carriers. These glucopyranose-based dimers undergo reversible E/Z photoisomerization while forming stable nanocomplexes with plasmid DNA (pDNA). Photoisomerization alters nanocomplex size, surface charge, and internal order, resulting in distinct transfection outcomes. In vitro, O- and S-glycoside derivatives displayed isomer-dependent activity across COS-7, HepG2, and RAW264.7 cells, with pronounced switching effects specially in macrophages. In vivo, systemic administration revealed organ-selective responses:O-glycosides shifted expression from liver to lung upon E→Z conversion, whereas S-glycosides favored spleen targeting. All formulations maintained high cell viability. These results highlight photoswitchable IAJGs as structurally defined vectors for adjustable control over NA delivery and organ tropism.Nature ResearchQuímica OrgánicaMinisterio de Ciencia, Innovación y Universidades (MICIU). EspañaAgencia Estatal de Investigación. España2026info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfapplication/pdfhttps://hdl.handle.net/11441/186622https://doi.org/10.1038/s42004-026-01920-zreponame:idUS. Depósito de Investigación de la Universidad de Sevillainstname:Universidad de Sevilla (US)InglésCommunications Chemistry, 9, 118. PID2021-124247OBC21PID2021-124247OB-C22PID2022-141034OB-C21PID2024- 157753OB-C21PID2024-157753OB-C22info:eu-repo/semantics/openAccessoai:dnet:idus________::e78772c89f96fbb069f6e79146dedcbf2026-06-17T12:51:07Z
dc.title.none.fl_str_mv Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
title Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
spellingShingle Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
Wang, Zhaoxin
title_short Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
title_full Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
title_fullStr Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
title_full_unstemmed Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
title_sort Azobenzene-bridged ionizable amphiphilic Janus glycosides for lightcontrolled, single-component and organmodulable pDNA delivery
dc.creator.none.fl_str_mv Wang, Zhaoxin
Rivero Barbarroja, Gonzalo
Benito, Juan M.
Maisonneuve, Stéphane
Vélaz, Itziar
Juárez Gonzálvez, Inmaculada
Garrido, María J.
Tros de Ilarduya, Conchita
Ortiz Mellet, Carmen
Xie, Juan
García Fernández, José M.
author Wang, Zhaoxin
author_facet Wang, Zhaoxin
Rivero Barbarroja, Gonzalo
Benito, Juan M.
Maisonneuve, Stéphane
Vélaz, Itziar
Juárez Gonzálvez, Inmaculada
Garrido, María J.
Tros de Ilarduya, Conchita
Ortiz Mellet, Carmen
Xie, Juan
García Fernández, José M.
author_role author
author2 Rivero Barbarroja, Gonzalo
Benito, Juan M.
Maisonneuve, Stéphane
Vélaz, Itziar
Juárez Gonzálvez, Inmaculada
Garrido, María J.
Tros de Ilarduya, Conchita
Ortiz Mellet, Carmen
Xie, Juan
García Fernández, José M.
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Química Orgánica
Ministerio de Ciencia, Innovación y Universidades (MICIU). España
Agencia Estatal de Investigación. España
description Stimuli-responsive supramolecular systems enable spatiotemporal control of nucleic acid (NA) delivery. To achieve precise and programmable vectors, we designed azobenzene-bridged ionizable amphiphilic Janus glycosides (IAJGs) as single-component, light-responsive DNA carriers. These glucopyranose-based dimers undergo reversible E/Z photoisomerization while forming stable nanocomplexes with plasmid DNA (pDNA). Photoisomerization alters nanocomplex size, surface charge, and internal order, resulting in distinct transfection outcomes. In vitro, O- and S-glycoside derivatives displayed isomer-dependent activity across COS-7, HepG2, and RAW264.7 cells, with pronounced switching effects specially in macrophages. In vivo, systemic administration revealed organ-selective responses:O-glycosides shifted expression from liver to lung upon E→Z conversion, whereas S-glycosides favored spleen targeting. All formulations maintained high cell viability. These results highlight photoswitchable IAJGs as structurally defined vectors for adjustable control over NA delivery and organ tropism.
publishDate 2026
dc.date.none.fl_str_mv 2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/11441/186622
https://doi.org/10.1038/s42004-026-01920-z
url https://hdl.handle.net/11441/186622
https://doi.org/10.1038/s42004-026-01920-z
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Communications Chemistry, 9, 118.
PID2021-124247OBC21
PID2021-124247OB-C22
PID2022-141034OB-C21
PID2024- 157753OB-C21
PID2024-157753OB-C22
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Nature Research
publisher.none.fl_str_mv Nature Research
dc.source.none.fl_str_mv reponame:idUS. Depósito de Investigación de la Universidad de Sevilla
instname:Universidad de Sevilla (US)
instname_str Universidad de Sevilla (US)
reponame_str idUS. Depósito de Investigación de la Universidad de Sevilla
collection idUS. Depósito de Investigación de la Universidad de Sevilla
repository.name.fl_str_mv
repository.mail.fl_str_mv
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