Abstract:
The photophysical properties of tetrakis(1,1-dimethyl-2-trimethylammonium) ethylphthalocyaninato zinc(II) tetraiodide (I) - a water-soluble cationic phthalocyanine - are presented in the presence of human serum albumin (HSA) and in micelles of sodium dodecylsulfate (SDS) and hexadecyltrimethylammonium chloride (CTAC). Spectrophotometric measurements showed that the surfactants SDS and CTAC induce monomerization of I, although the latter less efficiently than the former. This effect is less pronounced in the presence of HSA. The strength of this effect is evaluated through dimerization constants, which are K d = (5 ± 1) × 105 M-1 in SDS, (1.5 ± 0.5) × 106 M-1 in CTAC, and (1.8 ± 0.9) × 106 M-1 in HSA. Fluorescence experiments confirm that aggregation of I drops as the concentration of surfactant is raised. Triplet quantum yields also decreased upon aggregation and were ΦT = 0.59, 0.16, and < 0.01 in SDS, CTAC, and HSA, respectively. These results indicate that the affinity of I for the environment is not just due to ionic interactions; hydrophobic interactions play an equally important role. Copyright © 2006 Society of Porphyrins & Phthalocyanines.
Registro:
Documento: |
Artículo
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Título: | Effect of aggregation of a cationic phthalocyanine in micelles and in the presence of human serum albumin |
Autor: | Rodriguez, M.E.; Fernández, D.A.; Awruch, J.; Braslavsky, S.E.; Dicelio, L.E. |
Filiación: | INQUIMAE, Departamento de Química Inorgánica, Analítica Y Química Física, Ciudad Universitaria, 1428 Buenos Aires, Argentina Departamento de Química Orgánica, Facultad de Farmacia Y Bioquímica, Universidad de Buenos Aires, Junín 956, 1113 Buenos Aires, Argentina Max-Planck-Institut für Bioanorganische Chemie (Formerly Strahlenchemie), Postfach 10 13 65, D-45413 Mülheim an der Ruhr, Germany Tyrolit Argentina S.A. Boquerón 741-(B1708CRE), Morón, Argentina
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Palabras clave: | Aggregation; Albumin; Hydrophobic interactions; Micelles; Tetrakis(1,1- dimethyl-2-trimethylammonium)ethylphthalocyaninato zinc(II) tetraiodide |
Año: | 2006
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Volumen: | 10
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Número: | 1
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Página de inicio: | 33
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Página de fin: | 42
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DOI: |
http://dx.doi.org/10.1142/S1088424606000053 |
Título revista: | Journal of Porphyrins and Phthalocyanines
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Título revista abreviado: | J. Porphyrins Phthalocyanines
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ISSN: | 10884246
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CODEN: | JPPHF
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10884246_v10_n1_p33_Rodriguez |
Referencias:
- MacDonald, I.J., Dougherty, T.J., (2001) J. Porphyrins Phthalocyanines, 5, pp. 105-129
- Foultier, M.T., Vonarx-Coinsman, D., Morlet, L., De Brito, L.X., Robillard, N., Patrice, T., (1994) Photobiology in Medicine, pp. 177-198. , Jori G, Pottier RH, Rodgers MA and Truscott TG. Plenum Press: New York
- Konan, Y.N., Gurny, R., Allémann, E., (2002) J. Photochem. Photobiol. B, 66, pp. 89-106
- Fernández, D.A., Awruch, J., Dicelio, L.E., (1997) J. Photochem. Photobiol. B, 41, pp. 227-232
- Lagorio, M.G., Dicelio, L.E., San Román, E., (1993) J. Photochem. Photobiol. A, 72, pp. 153-161
- Fernández, D.A., Awruch, J., Dicelio, L.E., (1996) Photochem. Photobiol., 63, pp. 784-792
- Laroque, C., Pelegrin, A., Van Lier, J.E., (1996) Br. J. Cancer., 74, pp. 1886-1890
- Gantchev, T.G., Oullet, R., Van Lier, J.E., (1999) Arch. Biochem. Biophys., 366, pp. 21-30
- Laia, C.A.T., Costa, S.M.B., (2004) J. Phys. Chem. B, 108, pp. 17188-17197
- Chirvony, V.S., (2003) J. Porphyrins Phthalocyanines, 7, pp. 766-774
- Shai, E., Fernández, D.A., Gross, S., Dicelio, L.E., Scherz, A., Salomon, Y., Awruch, J., (1999) ELAFOT VI, pp. P-11. , Brasil
- Fernández, D.A., Dicelio, L.E., Awruch, J., (1995) J. Heterocyclic Chem., 32, pp. 519-522
- San Román, E., González, M.C., (1989) J. Phys. Chem., 93, pp. 3532-3536
- Bensasson, R., Land, E.J., (1978) Photochem. Photobiol. Rev., 3, pp. 163-191. , Ed. Smith KC
- Jacques, P., Braun, A.M., (1981) Helv. Chim. Acta, 64, pp. 1800-1805
- Segalla, A., Borsarelli, C.D., Braslavsky, S.E., Spikes, J.D., Roncucci, G., Dei, D., Chiti, G., Reddi, E., (2002) Photochem. Photobiol. Sci., 1, pp. 641-648
- Gensch, T., Braslavsky, S.E., (1997) J. Phys. Chem., 101, pp. 101-108
- Crippa, P.R., Vecli, A., Viappiani, C., (1994) J. Photochem. Photobiol. B, 24, pp. 3-15
- Rudzki-Small, J., Libertini, L.J., Small, E.W., (1992) Biophys. Chem., 42, pp. 29-48
- Gensch, T., Viappiani, C., Braslavsky, S.E., (1999) Encyclopedia of Spectroscopy and Spectrometry, , Academic Press Ltd., London, UK
- Demant, J.E.F., Friche, E., (1998) Biochem. Pharmacol., 55, pp. 27-32
- Kalyanasundaram, K., (1987) Photochemistry in Micro-heterogeneous Systems, , Academic Press Inc., London, UK
- Merchat, M., Spikes, J.D., Bertoloni, G., Jori, G., (1996) J. Photochem. Photobiol. B, 35, pp. 149-157
- Rodriguez, M.E., Awruch, J., Dicelio, L.E., (2002) J. Porphyrins Phthalocyanines, 6, pp. 122-129
- Daraio, M.E., Aramendía, P.F., San Román, E.A., Braslavsky, S.E., (1991) Photochem. Photobiol., 54, pp. 367-373
- Kasha, M., (1963) Radiat. Res., 20, pp. 55-71
- Darwent, J.R., Douglas, P., Harriman, A., Porter, G., Richoux, M.C., (1982) Coord. Chem. Rev., 44, pp. 83-126
- Filyasova, A.I., Kudelina, I.A., Feofanov, A.V., (2001) J. Mol. Struct., 565-566, pp. 173-176
Citas:
---------- APA ----------
Rodriguez, M.E., Fernández, D.A., Awruch, J., Braslavsky, S.E. & Dicelio, L.E.
(2006)
. Effect of aggregation of a cationic phthalocyanine in micelles and in the presence of human serum albumin. Journal of Porphyrins and Phthalocyanines, 10(1), 33-42.
http://dx.doi.org/10.1142/S1088424606000053---------- CHICAGO ----------
Rodriguez, M.E., Fernández, D.A., Awruch, J., Braslavsky, S.E., Dicelio, L.E.
"Effect of aggregation of a cationic phthalocyanine in micelles and in the presence of human serum albumin"
. Journal of Porphyrins and Phthalocyanines 10, no. 1
(2006) : 33-42.
http://dx.doi.org/10.1142/S1088424606000053---------- MLA ----------
Rodriguez, M.E., Fernández, D.A., Awruch, J., Braslavsky, S.E., Dicelio, L.E.
"Effect of aggregation of a cationic phthalocyanine in micelles and in the presence of human serum albumin"
. Journal of Porphyrins and Phthalocyanines, vol. 10, no. 1, 2006, pp. 33-42.
http://dx.doi.org/10.1142/S1088424606000053---------- VANCOUVER ----------
Rodriguez, M.E., Fernández, D.A., Awruch, J., Braslavsky, S.E., Dicelio, L.E. Effect of aggregation of a cationic phthalocyanine in micelles and in the presence of human serum albumin. J. Porphyrins Phthalocyanines. 2006;10(1):33-42.
http://dx.doi.org/10.1142/S1088424606000053