Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents

The interaction of novel zinc (II) cationic phthalocyanines with CT-DNA was studied using absorption and fluorescence spectroscopy, as well as thermal denaturation profiles. Results showed an electrostatic interaction between the phthalocyanines and CT-DNA. The properties of these phthalocyanines we...

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Detalles Bibliográficos
Autor principal: Dicelio, Lelia Elina
Publicado: 2014
Materias:
DNA
dye
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10111344_v136_n_p29_LopezZeballos
http://hdl.handle.net/20.500.12110/paper_10111344_v136_n_p29_LopezZeballos
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spelling paper:paper_10111344_v136_n_p29_LopezZeballos2023-06-08T15:59:39Z Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents Dicelio, Lelia Elina Aggregation Calf thymus DNA Fluorescence Phthalocyanines 2,9(10),16(17),23(24) tetrakis [(n butyl n methylammonium)ethylsulfanyl]phthalocyaninatozinc(II) tetraiodide 2,9(10),16(17),23(24) tetrakis[(2 trimethylammonium)ethyl sulfanyl]phthalocyaninatozinc(II) tetraioide 2,9(10),16(17),23(24) tetrakis[(n dibutyl n methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide cation DNA dye iodide macrocyclic compound phthalocyanine sulfur trimethylammonium salt derivative unclassified drug zinc calf thymus DNA cation DNA indole derivative phthalocyanine absorption article binding affinity chemical structure denaturation DNA binding DNA helix fluorescence spectroscopy priority journal static electricity thymus chemistry DNA denaturation heat spectrofluorometry ultraviolet spectrophotometry Cations DNA Hot Temperature Indoles Nucleic Acid Denaturation Spectrometry, Fluorescence Spectrophotometry, Ultraviolet The interaction of novel zinc (II) cationic phthalocyanines with CT-DNA was studied using absorption and fluorescence spectroscopy, as well as thermal denaturation profiles. Results showed an electrostatic interaction between the phthalocyanines and CT-DNA. The properties of these phthalocyanines were compared taking the structure of the macrocycle peripheral substituents into account. 2,9(10),16(17),23(24)-tetrakis[(N-butyl-N-methylammonium)ethylsulfanyl] phthalocyaninatozinc(II) tetraiodide (Pc6) had a greater affinity for the CT-DNA helix than its bioisoster 2,9(10),16(17),23(24)-tetrakis[(N-dibutyl-N- methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide (Pc7). 2,9(10),16(17),23(24)-tetrakis[(2-trimethylammonium)ethyl-sulfanyl] phthalocyaninatozinc(II) tetraiodide (Pc13) also carried a sulfur atom like Pc6, but linked to bulky substituents such as trimethylammonium groups. The planar aromatic region of the cationic phthalocyanines in this study appears to be unable to facilitate their intercalation with CT-DNA. © 2014 Elsevier B.V. All rights reserved. Fil:Dicelio, L.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2014 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10111344_v136_n_p29_LopezZeballos http://hdl.handle.net/20.500.12110/paper_10111344_v136_n_p29_LopezZeballos
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Aggregation
Calf thymus DNA
Fluorescence
Phthalocyanines
2,9(10),16(17),23(24) tetrakis [(n butyl n methylammonium)ethylsulfanyl]phthalocyaninatozinc(II) tetraiodide
2,9(10),16(17),23(24) tetrakis[(2 trimethylammonium)ethyl sulfanyl]phthalocyaninatozinc(II) tetraioide
2,9(10),16(17),23(24) tetrakis[(n dibutyl n methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide
cation
DNA
dye
iodide
macrocyclic compound
phthalocyanine
sulfur
trimethylammonium salt derivative
unclassified drug
zinc
calf thymus DNA
cation
DNA
indole derivative
phthalocyanine
absorption
article
binding affinity
chemical structure
denaturation
DNA binding
DNA helix
fluorescence spectroscopy
priority journal
static electricity
thymus
chemistry
DNA denaturation
heat
spectrofluorometry
ultraviolet spectrophotometry
Cations
DNA
Hot Temperature
Indoles
Nucleic Acid Denaturation
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
spellingShingle Aggregation
Calf thymus DNA
Fluorescence
Phthalocyanines
2,9(10),16(17),23(24) tetrakis [(n butyl n methylammonium)ethylsulfanyl]phthalocyaninatozinc(II) tetraiodide
2,9(10),16(17),23(24) tetrakis[(2 trimethylammonium)ethyl sulfanyl]phthalocyaninatozinc(II) tetraioide
2,9(10),16(17),23(24) tetrakis[(n dibutyl n methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide
cation
DNA
dye
iodide
macrocyclic compound
phthalocyanine
sulfur
trimethylammonium salt derivative
unclassified drug
zinc
calf thymus DNA
cation
DNA
indole derivative
phthalocyanine
absorption
article
binding affinity
chemical structure
denaturation
DNA binding
DNA helix
fluorescence spectroscopy
priority journal
static electricity
thymus
chemistry
DNA denaturation
heat
spectrofluorometry
ultraviolet spectrophotometry
Cations
DNA
Hot Temperature
Indoles
Nucleic Acid Denaturation
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
Dicelio, Lelia Elina
Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents
topic_facet Aggregation
Calf thymus DNA
Fluorescence
Phthalocyanines
2,9(10),16(17),23(24) tetrakis [(n butyl n methylammonium)ethylsulfanyl]phthalocyaninatozinc(II) tetraiodide
2,9(10),16(17),23(24) tetrakis[(2 trimethylammonium)ethyl sulfanyl]phthalocyaninatozinc(II) tetraioide
2,9(10),16(17),23(24) tetrakis[(n dibutyl n methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide
cation
DNA
dye
iodide
macrocyclic compound
phthalocyanine
sulfur
trimethylammonium salt derivative
unclassified drug
zinc
calf thymus DNA
cation
DNA
indole derivative
phthalocyanine
absorption
article
binding affinity
chemical structure
denaturation
DNA binding
DNA helix
fluorescence spectroscopy
priority journal
static electricity
thymus
chemistry
DNA denaturation
heat
spectrofluorometry
ultraviolet spectrophotometry
Cations
DNA
Hot Temperature
Indoles
Nucleic Acid Denaturation
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
description The interaction of novel zinc (II) cationic phthalocyanines with CT-DNA was studied using absorption and fluorescence spectroscopy, as well as thermal denaturation profiles. Results showed an electrostatic interaction between the phthalocyanines and CT-DNA. The properties of these phthalocyanines were compared taking the structure of the macrocycle peripheral substituents into account. 2,9(10),16(17),23(24)-tetrakis[(N-butyl-N-methylammonium)ethylsulfanyl] phthalocyaninatozinc(II) tetraiodide (Pc6) had a greater affinity for the CT-DNA helix than its bioisoster 2,9(10),16(17),23(24)-tetrakis[(N-dibutyl-N- methylammonium)ethoxy]phthalocyaninatozinc(II) tetraiodide (Pc7). 2,9(10),16(17),23(24)-tetrakis[(2-trimethylammonium)ethyl-sulfanyl] phthalocyaninatozinc(II) tetraiodide (Pc13) also carried a sulfur atom like Pc6, but linked to bulky substituents such as trimethylammonium groups. The planar aromatic region of the cationic phthalocyanines in this study appears to be unable to facilitate their intercalation with CT-DNA. © 2014 Elsevier B.V. All rights reserved.
author Dicelio, Lelia Elina
author_facet Dicelio, Lelia Elina
author_sort Dicelio, Lelia Elina
title Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents
title_short Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents
title_full Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents
title_fullStr Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents
title_full_unstemmed Interaction of cationic phthalocyanines with DNA. Importance of the structure of the substituents
title_sort interaction of cationic phthalocyanines with dna. importance of the structure of the substituents
publishDate 2014
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10111344_v136_n_p29_LopezZeballos
http://hdl.handle.net/20.500.12110/paper_10111344_v136_n_p29_LopezZeballos
work_keys_str_mv AT dicelioleliaelina interactionofcationicphthalocyanineswithdnaimportanceofthestructureofthesubstituents
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