Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

Photophysical properties of two novel guanidiniocarbonyl (I) and monocyclic guanidine (II) tetraphenylporphyrins and their interaction with DNA were investigated by steady-state and time-resolved absorption and emission spectroscopies. I stays predominantly monomeric in aqueous solutions. It produce...

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Main Authors: Pavel Kubát, Kamil Lang, Vladimír Král, Franz P. Schmidtchen
Format: Article
Language:English
Published: Wiley 2001-01-01
Series:International Journal of Photoenergy
Online Access:http://dx.doi.org/10.1155/S1110662X01000186
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author Pavel Kubát
Kamil Lang
Vladimír Král
Franz P. Schmidtchen
author_facet Pavel Kubát
Kamil Lang
Vladimír Král
Franz P. Schmidtchen
author_sort Pavel Kubát
collection DOAJ
description Photophysical properties of two novel guanidiniocarbonyl (I) and monocyclic guanidine (II) tetraphenylporphyrins and their interaction with DNA were investigated by steady-state and time-resolved absorption and emission spectroscopies. I stays predominantly monomeric in aqueous solutions. It produces singlet oxygen with high quantum yield (ΦΔ=0.67) that is typical for monomeric porphyrins. The electronic absorption spectra of I are not influenced by interaction with DNA. This is in contrast with monomeric tetratolylporphyrins bearing phosphonium,ammonium and pyridinium groups where the formation of stable complexes with DNA is accompanied by a characteristic red shift of the Soret band. II extensively forms Hand J-aggregates,which do not produce singlet oxygen (ΦΔ<0.01). In the presence of DNA only a small fraction of II remains in monomeric form that is bound to DNA exterior.
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institution Kabale University
issn 1110-662X
language English
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series International Journal of Photoenergy
spelling doaj-art-f72bd40360224c00bcf8d57d881c7cfd2025-02-03T00:59:50ZengWileyInternational Journal of Photoenergy1110-662X2001-01-013314715110.1155/S1110662X01000186Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groupsPavel Kubát0Kamil Lang1Vladimír Král2Franz P. Schmidtchen3J. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, Dolejškova 3, Praha 8 182 23, Czech RepublicInstitute of Inorganic Chemistry, Academy of Sciences of the Czech Republic, Řeř 250 68, Czech RepublicPrague Institute of Chemical Technology, Technická 5, Praha 6 166 28, Czech RepublicDepartment of Organic Chemistry and Biochemistry, Technical University, Lichtenberg Strasse 5, Graching, München D-85747, GermanyPhotophysical properties of two novel guanidiniocarbonyl (I) and monocyclic guanidine (II) tetraphenylporphyrins and their interaction with DNA were investigated by steady-state and time-resolved absorption and emission spectroscopies. I stays predominantly monomeric in aqueous solutions. It produces singlet oxygen with high quantum yield (ΦΔ=0.67) that is typical for monomeric porphyrins. The electronic absorption spectra of I are not influenced by interaction with DNA. This is in contrast with monomeric tetratolylporphyrins bearing phosphonium,ammonium and pyridinium groups where the formation of stable complexes with DNA is accompanied by a characteristic red shift of the Soret band. II extensively forms Hand J-aggregates,which do not produce singlet oxygen (ΦΔ<0.01). In the presence of DNA only a small fraction of II remains in monomeric form that is bound to DNA exterior.http://dx.doi.org/10.1155/S1110662X01000186
spellingShingle Pavel Kubát
Kamil Lang
Vladimír Král
Franz P. Schmidtchen
Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
International Journal of Photoenergy
title Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
title_full Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
title_fullStr Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
title_full_unstemmed Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
title_short Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
title_sort photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups
url http://dx.doi.org/10.1155/S1110662X01000186
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