Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders

Autores
Móran Plata, Maria Jesus; Marretta, Laura; Gaztelumendi, Lander; Pieslinger, German Eduardo; Carballo, Romina Raquel; Rezabal, Elixabete; Barone, Giampaolo; Martínez Martínez, Virginia; Terenzi, Alessio; Salassa, Luca
Año de publicación
2024
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Flavin-like ligands (L-1 and L-2) with extended πconjugation were synthesized using microwave-assisted techniques. An N,N-chelating fragment was integrated into alloxazine units, providing binding sites for metal ions while retaining redox activity. The complexation capability of L-1 and L-2 with two prototypical Ru-scaffolds was examined to design Ru(II) complexes (M-1 and M-2), whose electronic properties were studied and compared with their corresponding ligands via absorption and emission spectroscopy, computational analysis (density functional theory (DFT) and time-dependent DFT (TD-DFT)), and cyclic voltammetry (CV). The ability of L-1 and M-1 to undergo alloxazine/isoalloxazine tautomerization was demonstrated to play a crucial role in the photocatalytic oxidation of NADH, including under green and red wavelengths. Moreover, the interaction of M-1 and M-2 with B-DNA and G-quadruplex structures was investigated. M-2 showed high stabilization of Kit1 and h-Telo oligonucleotides. Meanwhile, M-1 demonstrated switchable emissive properties with B-DNA and induced conformational changes in the h-Telo G-quadruplex structure.
Fil: Móran Plata, Maria Jesus. Donostia International Physic Center (dipc);
Fil: Marretta, Laura. Universidad de Palermo; Argentina
Fil: Gaztelumendi, Lander. Donostia International Physic Center (dipc);
Fil: Pieslinger, German Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Físico-Química Biológicas "Prof. Alejandro C. Paladini". Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Físico-Química Biológicas; Argentina
Fil: Carballo, Romina Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Físico-Química Biológicas "Prof. Alejandro C. Paladini". Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Físico-Química Biológicas; Argentina
Fil: Rezabal, Elixabete. Donostia International Physic Center (dipc);
Fil: Barone, Giampaolo. Universidad de Palermo; Argentina
Fil: Martínez Martínez, Virginia. Universidad del País Vasco. Facultad de Química Aplicada - Donostia - San Sebastián; España
Fil: Terenzi, Alessio. Universidad de Palermo; Argentina
Fil: Salassa, Luca. Donostia International Physic Center (dipc);
Materia
FLAVIN-LIKE LIGANDS
RUTHENIUM COMPLEX
NADH
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/268176
Acceder
id CONICETDig_a82a8e085556128aafec28b6aac53536
oai_identifier_str oai:ri.conicet.gov.ar:11336/268176
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 BindersMóran Plata, Maria JesusMarretta, LauraGaztelumendi, LanderPieslinger, German EduardoCarballo, Romina RaquelRezabal, ElixabeteBarone, GiampaoloMartínez Martínez, VirginiaTerenzi, AlessioSalassa, LucaFLAVIN-LIKE LIGANDSRUTHENIUM COMPLEXNADHhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Flavin-like ligands (L-1 and L-2) with extended πconjugation were synthesized using microwave-assisted techniques. An N,N-chelating fragment was integrated into alloxazine units, providing binding sites for metal ions while retaining redox activity. The complexation capability of L-1 and L-2 with two prototypical Ru-scaffolds was examined to design Ru(II) complexes (M-1 and M-2), whose electronic properties were studied and compared with their corresponding ligands via absorption and emission spectroscopy, computational analysis (density functional theory (DFT) and time-dependent DFT (TD-DFT)), and cyclic voltammetry (CV). The ability of L-1 and M-1 to undergo alloxazine/isoalloxazine tautomerization was demonstrated to play a crucial role in the photocatalytic oxidation of NADH, including under green and red wavelengths. Moreover, the interaction of M-1 and M-2 with B-DNA and G-quadruplex structures was investigated. M-2 showed high stabilization of Kit1 and h-Telo oligonucleotides. Meanwhile, M-1 demonstrated switchable emissive properties with B-DNA and induced conformational changes in the h-Telo G-quadruplex structure.Fil: Móran Plata, Maria Jesus. Donostia International Physic Center (dipc);Fil: Marretta, Laura. Universidad de Palermo; ArgentinaFil: Gaztelumendi, Lander. Donostia International Physic Center (dipc);Fil: Pieslinger, German Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Físico-Química Biológicas "Prof. Alejandro C. Paladini". Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Físico-Química Biológicas; ArgentinaFil: Carballo, Romina Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Físico-Química Biológicas "Prof. Alejandro C. Paladini". Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Físico-Química Biológicas; ArgentinaFil: Rezabal, Elixabete. Donostia International Physic Center (dipc);Fil: Barone, Giampaolo. Universidad de Palermo; ArgentinaFil: Martínez Martínez, Virginia. Universidad del País Vasco. Facultad de Química Aplicada - Donostia - San Sebastián; EspañaFil: Terenzi, Alessio. Universidad de Palermo; ArgentinaFil: Salassa, Luca. Donostia International Physic Center (dipc);American Chemical Society2024-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/268176Móran Plata, Maria Jesus; Marretta, Laura; Gaztelumendi, Lander; Pieslinger, German Eduardo; Carballo, Romina Raquel; et al.; Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders; American Chemical Society; Inorganic Chemistry; 63; 35; 8-2024; 16362-163730020-1669CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.inorgchem.4c02314info:eu-repo/semantics/altIdentifier/doi/10.1021/acs.inorgchem.4c02314info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:45:34Zoai:ri.conicet.gov.ar:11336/268176instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:45:35.264CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
title Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
spellingShingle Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
Móran Plata, Maria Jesus
FLAVIN-LIKE LIGANDS
RUTHENIUM COMPLEX
NADH
title_short Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
title_full Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
title_fullStr Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
title_full_unstemmed Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
title_sort Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders
dc.creator.none.fl_str_mv Móran Plata, Maria Jesus
Marretta, Laura
Gaztelumendi, Lander
Pieslinger, German Eduardo
Carballo, Romina Raquel
Rezabal, Elixabete
Barone, Giampaolo
Martínez Martínez, Virginia
Terenzi, Alessio
Salassa, Luca
author Móran Plata, Maria Jesus
author_facet Móran Plata, Maria Jesus
Marretta, Laura
Gaztelumendi, Lander
Pieslinger, German Eduardo
Carballo, Romina Raquel
Rezabal, Elixabete
Barone, Giampaolo
Martínez Martínez, Virginia
Terenzi, Alessio
Salassa, Luca
author_role author
author2 Marretta, Laura
Gaztelumendi, Lander
Pieslinger, German Eduardo
Carballo, Romina Raquel
Rezabal, Elixabete
Barone, Giampaolo
Martínez Martínez, Virginia
Terenzi, Alessio
Salassa, Luca
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv FLAVIN-LIKE LIGANDS
RUTHENIUM COMPLEX
NADH
topic FLAVIN-LIKE LIGANDS
RUTHENIUM COMPLEX
NADH
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Flavin-like ligands (L-1 and L-2) with extended πconjugation were synthesized using microwave-assisted techniques. An N,N-chelating fragment was integrated into alloxazine units, providing binding sites for metal ions while retaining redox activity. The complexation capability of L-1 and L-2 with two prototypical Ru-scaffolds was examined to design Ru(II) complexes (M-1 and M-2), whose electronic properties were studied and compared with their corresponding ligands via absorption and emission spectroscopy, computational analysis (density functional theory (DFT) and time-dependent DFT (TD-DFT)), and cyclic voltammetry (CV). The ability of L-1 and M-1 to undergo alloxazine/isoalloxazine tautomerization was demonstrated to play a crucial role in the photocatalytic oxidation of NADH, including under green and red wavelengths. Moreover, the interaction of M-1 and M-2 with B-DNA and G-quadruplex structures was investigated. M-2 showed high stabilization of Kit1 and h-Telo oligonucleotides. Meanwhile, M-1 demonstrated switchable emissive properties with B-DNA and induced conformational changes in the h-Telo G-quadruplex structure.
Fil: Móran Plata, Maria Jesus. Donostia International Physic Center (dipc);
Fil: Marretta, Laura. Universidad de Palermo; Argentina
Fil: Gaztelumendi, Lander. Donostia International Physic Center (dipc);
Fil: Pieslinger, German Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Físico-Química Biológicas "Prof. Alejandro C. Paladini". Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Físico-Química Biológicas; Argentina
Fil: Carballo, Romina Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Físico-Química Biológicas "Prof. Alejandro C. Paladini". Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Físico-Química Biológicas; Argentina
Fil: Rezabal, Elixabete. Donostia International Physic Center (dipc);
Fil: Barone, Giampaolo. Universidad de Palermo; Argentina
Fil: Martínez Martínez, Virginia. Universidad del País Vasco. Facultad de Química Aplicada - Donostia - San Sebastián; España
Fil: Terenzi, Alessio. Universidad de Palermo; Argentina
Fil: Salassa, Luca. Donostia International Physic Center (dipc);
description Flavin-like ligands (L-1 and L-2) with extended πconjugation were synthesized using microwave-assisted techniques. An N,N-chelating fragment was integrated into alloxazine units, providing binding sites for metal ions while retaining redox activity. The complexation capability of L-1 and L-2 with two prototypical Ru-scaffolds was examined to design Ru(II) complexes (M-1 and M-2), whose electronic properties were studied and compared with their corresponding ligands via absorption and emission spectroscopy, computational analysis (density functional theory (DFT) and time-dependent DFT (TD-DFT)), and cyclic voltammetry (CV). The ability of L-1 and M-1 to undergo alloxazine/isoalloxazine tautomerization was demonstrated to play a crucial role in the photocatalytic oxidation of NADH, including under green and red wavelengths. Moreover, the interaction of M-1 and M-2 with B-DNA and G-quadruplex structures was investigated. M-2 showed high stabilization of Kit1 and h-Telo oligonucleotides. Meanwhile, M-1 demonstrated switchable emissive properties with B-DNA and induced conformational changes in the h-Telo G-quadruplex structure.
publishDate 2024
dc.date.none.fl_str_mv 2024-08
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/268176
Móran Plata, Maria Jesus; Marretta, Laura; Gaztelumendi, Lander; Pieslinger, German Eduardo; Carballo, Romina Raquel; et al.; Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders; American Chemical Society; Inorganic Chemistry; 63; 35; 8-2024; 16362-16373
0020-1669
CONICET Digital
CONICET
url http://hdl.handle.net/11336/268176
identifier_str_mv Móran Plata, Maria Jesus; Marretta, Laura; Gaztelumendi, Lander; Pieslinger, German Eduardo; Carballo, Romina Raquel; et al.; Alloxazine-Based Ligands and Their Ruthenium Complexes as NADH Oxidation Catalysts and G4 Binders; American Chemical Society; Inorganic Chemistry; 63; 35; 8-2024; 16362-16373
0020-1669
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.inorgchem.4c02314
info:eu-repo/semantics/altIdentifier/doi/10.1021/acs.inorgchem.4c02314
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1846782153282551808
score 12.982451

Publicaciones similares