A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution

Autores
Martínez, Gabriela; Bertolotti, Sonia G.; Zimerman, Oscar E.; García, Norman A.; Mártire, Daniel Osvaldo; Braslavsky, Silvia E.
Año de publicación
1993
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The photophysical properties and the photobleaching of the xanthene dye merbromin(MR), as well as the production and quenching of singlet molecular oxygen, O₂(¹∆g), were investigated in aqueous solutions, in comparison with the xanthene dyes eosine (Eos) and rose bengal (RB). MR photobleaches in the absence of O₂ in a process involving the solvent (H₂O or alcohols). No participation of O₂ or O₂(¹∆g) could be established in the presence of O₂, although O₂ Is consumed. In aqueous and alcoholic solutions, MR forms ground state charge transfer (CT) complexes with biologically relevant electron donor amino acids, such as histidine, thyptophan, and other indolic derivatives. These complexes are formed with relatively high association constants (3 x 10³ - 5 x 10³) and are mainly responsible for the photobleaching of MR and the amino acids in these solutions by a mechanism involving O₂(¹∆g) generated probably by an excited state of the CT complex. MR generates O₂(¹∆g) with a relatively high yield (Φ ∆= 0.23 ± 0.04) and quenches O₂(¹∆g) only physically with = (2.3 ± 0.05) 108 M⁻¹ s⁻¹. This process does not affect the photosensitizing ability of MR under the low concentrations needed for its action. Non-donor compounds like the amino acid methionine and linoleic acid methyl ester are photodegraded by a Type II mechanism without implication of a dye CT complex.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Materia
Química
merbromin
mercurochrome
amino acids
photodynamic
xanthene dyes
photooxidation
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/159207

id SEDICI_9d96d842b741b1037aceaba1195d6ac2
oai_identifier_str oai:sedici.unlp.edu.ar:10915/159207
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solutionMartínez, GabrielaBertolotti, Sonia G.Zimerman, Oscar E.García, Norman A.Mártire, Daniel OsvaldoBraslavsky, Silvia E.Químicamerbrominmercurochromeamino acidsphotodynamicxanthene dyesphotooxidationThe photophysical properties and the photobleaching of the xanthene dye merbromin(MR), as well as the production and quenching of singlet molecular oxygen, O₂(¹∆g), were investigated in aqueous solutions, in comparison with the xanthene dyes eosine (Eos) and rose bengal (RB). MR photobleaches in the absence of O₂ in a process involving the solvent (H₂O or alcohols). No participation of O₂ or O₂(¹∆g) could be established in the presence of O₂, although O₂ Is consumed. In aqueous and alcoholic solutions, MR forms ground state charge transfer (CT) complexes with biologically relevant electron donor amino acids, such as histidine, thyptophan, and other indolic derivatives. These complexes are formed with relatively high association constants (3 x 10³ - 5 x 10³) and are mainly responsible for the photobleaching of MR and the amino acids in these solutions by a mechanism involving O₂(¹∆g) generated probably by an excited state of the CT complex. MR generates O₂(¹∆g) with a relatively high yield (Φ ∆= 0.23 ± 0.04) and quenches O₂(¹∆g) only physically with = (2.3 ± 0.05) 108 M⁻¹ s⁻¹. This process does not affect the photosensitizing ability of MR under the low concentrations needed for its action. Non-donor compounds like the amino acid methionine and linoleic acid methyl ester are photodegraded by a Type II mechanism without implication of a dye CT complex.Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas1993info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf294-300http://sedici.unlp.edu.ar/handle/10915/159207enginfo:eu-repo/semantics/altIdentifier/url/https://s3.sa-east-1.amazonaws.com/static.sites.sbq.org.br/quimicanova.sbq.org.br/pdf/Vol16No4_294_v16_n4_%284%29.pdfinfo:eu-repo/semantics/altIdentifier/issn/1678-7064info:eu-repo/semantics/altIdentifier/issn/0100-4042info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-17T10:24:16Zoai:sedici.unlp.edu.ar:10915/159207Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-17 10:24:17.099SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
title A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
spellingShingle A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
Martínez, Gabriela
Química
merbromin
mercurochrome
amino acids
photodynamic
xanthene dyes
photooxidation
title_short A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
title_full A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
title_fullStr A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
title_full_unstemmed A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
title_sort A kinetic study on the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
dc.creator.none.fl_str_mv Martínez, Gabriela
Bertolotti, Sonia G.
Zimerman, Oscar E.
García, Norman A.
Mártire, Daniel Osvaldo
Braslavsky, Silvia E.
author Martínez, Gabriela
author_facet Martínez, Gabriela
Bertolotti, Sonia G.
Zimerman, Oscar E.
García, Norman A.
Mártire, Daniel Osvaldo
Braslavsky, Silvia E.
author_role author
author2 Bertolotti, Sonia G.
Zimerman, Oscar E.
García, Norman A.
Mártire, Daniel Osvaldo
Braslavsky, Silvia E.
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Química
merbromin
mercurochrome
amino acids
photodynamic
xanthene dyes
photooxidation
topic Química
merbromin
mercurochrome
amino acids
photodynamic
xanthene dyes
photooxidation
dc.description.none.fl_txt_mv The photophysical properties and the photobleaching of the xanthene dye merbromin(MR), as well as the production and quenching of singlet molecular oxygen, O₂(¹∆g), were investigated in aqueous solutions, in comparison with the xanthene dyes eosine (Eos) and rose bengal (RB). MR photobleaches in the absence of O₂ in a process involving the solvent (H₂O or alcohols). No participation of O₂ or O₂(¹∆g) could be established in the presence of O₂, although O₂ Is consumed. In aqueous and alcoholic solutions, MR forms ground state charge transfer (CT) complexes with biologically relevant electron donor amino acids, such as histidine, thyptophan, and other indolic derivatives. These complexes are formed with relatively high association constants (3 x 10³ - 5 x 10³) and are mainly responsible for the photobleaching of MR and the amino acids in these solutions by a mechanism involving O₂(¹∆g) generated probably by an excited state of the CT complex. MR generates O₂(¹∆g) with a relatively high yield (Φ ∆= 0.23 ± 0.04) and quenches O₂(¹∆g) only physically with = (2.3 ± 0.05) 108 M⁻¹ s⁻¹. This process does not affect the photosensitizing ability of MR under the low concentrations needed for its action. Non-donor compounds like the amino acid methionine and linoleic acid methyl ester are photodegraded by a Type II mechanism without implication of a dye CT complex.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
description The photophysical properties and the photobleaching of the xanthene dye merbromin(MR), as well as the production and quenching of singlet molecular oxygen, O₂(¹∆g), were investigated in aqueous solutions, in comparison with the xanthene dyes eosine (Eos) and rose bengal (RB). MR photobleaches in the absence of O₂ in a process involving the solvent (H₂O or alcohols). No participation of O₂ or O₂(¹∆g) could be established in the presence of O₂, although O₂ Is consumed. In aqueous and alcoholic solutions, MR forms ground state charge transfer (CT) complexes with biologically relevant electron donor amino acids, such as histidine, thyptophan, and other indolic derivatives. These complexes are formed with relatively high association constants (3 x 10³ - 5 x 10³) and are mainly responsible for the photobleaching of MR and the amino acids in these solutions by a mechanism involving O₂(¹∆g) generated probably by an excited state of the CT complex. MR generates O₂(¹∆g) with a relatively high yield (Φ ∆= 0.23 ± 0.04) and quenches O₂(¹∆g) only physically with = (2.3 ± 0.05) 108 M⁻¹ s⁻¹. This process does not affect the photosensitizing ability of MR under the low concentrations needed for its action. Non-donor compounds like the amino acid methionine and linoleic acid methyl ester are photodegraded by a Type II mechanism without implication of a dye CT complex.
publishDate 1993
dc.date.none.fl_str_mv 1993
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/159207
url http://sedici.unlp.edu.ar/handle/10915/159207
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://s3.sa-east-1.amazonaws.com/static.sites.sbq.org.br/quimicanova.sbq.org.br/pdf/Vol16No4_294_v16_n4_%284%29.pdf
info:eu-repo/semantics/altIdentifier/issn/1678-7064
info:eu-repo/semantics/altIdentifier/issn/0100-4042
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
294-300
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
_version_ 1843532974378713088
score 13.004268