Artículo

García Vior, M.C.; Awruch, J.; Dicelio, L.E.; Diz, V.E."2(3), 9(10), 16(17), 23(24)-tetrakis[(3-mercapto)propoxy] phthalocyaninate zinc (II)/gold nanoparticle conjugates: Synthesis and photophysical properties" (2019) Journal of Photochemistry and Photobiology A: Chemistry. 368:242-247
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Abstract:

Novel stable zinc (II) thiol-phthalocyaninate gold nanoparticle nanoconjugates (PcS-AuNP) with a reproducible and homogeneous distribution size of 16 ± 4 nm were efficiently prepared by means of a ligand exchange reaction. The nanoconjugates were characterized by TEM, DLS, FT-IR and UV–vis. PcS-AuNP were a stable system at least for two months in darkness. Singlet molecular oxygen generation was observed when gold plasmon and phthalocyanine were independently excited at 510 nm and 610 nm, respectively. The PcS-AuNP system obtained is a photosensitive material in a wide range of the UV–vis spectrum (300–400 nm, 500–530 nm and 610–799 nm). © 2018 Elsevier B.V.

Registro:

Documento: Artículo
Título:2(3), 9(10), 16(17), 23(24)-tetrakis[(3-mercapto)propoxy] phthalocyaninate zinc (II)/gold nanoparticle conjugates: Synthesis and photophysical properties
Autor:García Vior, M.C.; Awruch, J.; Dicelio, L.E.; Diz, V.E.
Filiación:Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Departamento de Química Inorgánica, Analítica y Química Física, Ciudad Universitaria, Pabellón II, Ciudad Autónoma de Buenos Aires, C1428EHA, Argentina
Universidad de Buenos Aires, Facultad de Farmacia y Bioquímica, Departamento de Química Orgánica, Junín 956, Ciudad Autónoma de Buenos Aires, C1113AAD, Argentina
Palabras clave:Gold nanoparticle; Oxygen quantum yield; Photodynamic therapy; Spectroscopy; Zinc(II) thiol-phthalocyanine
Año:2019
Volumen:368
Página de inicio:242
Página de fin:247
DOI: http://dx.doi.org/10.1016/j.jphotochem.2018.09.024
Handle:http://hdl.handle.net/20.500.12110/paper_10106030_v368_n_p242_GarciaVior
Título revista:Journal of Photochemistry and Photobiology A: Chemistry
Título revista abreviado:J. Photochem. Photobiol. A Chem.
ISSN:10106030
CODEN:JPPCE
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10106030_v368_n_p242_GarciaVior

Referencias:

  • Daniel, M.C., Astruc, D., Gold nanoparticles: assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology (2004) Chem. Rev., 104, pp. 293-346
  • Ye, S., Kang, N., Chen, N., Wang, C., Wang, T., Wang, Y., Liu, Y., Ren, L., Tat/HA2 peptides conjugated AuNR@pNIPAAm as a photosensitizer carrier for near infrared triggered photodynamic therapy (2015) Mol. Pharm., 12, pp. 2444-2458
  • Sperling, R.A., Gil, P.R., Zhang, F., Zanella, M., Parak, W.J., Biological applications of gold nanoparticles (2008) Chem. Soc. Rev., 37, pp. 1896-1908
  • De Jong, W.H., Borm, P.J.A., Drug delivery and nanoparticles: applications and hazards (2008) Int. J. Nanomed. Nanosurg., 3, pp. 133-149
  • Cai, W., Gao, T., Hong, H., Sun, J., Applications of gold nanoparticles in cancer nanotechnology (2008) Nanotechnol. Sci. Appl., 1, pp. 17-32
  • Boisselier, E., Astruc, D., Gold nanoparticles in nanomedicine: preparations, imaging, diagnostics, therapies and toxicity (2009) Chem. Soc. Rev., 38, pp. 1759-1782
  • Giljohann, D.A., Seferos, D.S., Daniel, W.L., Massich, M.D., Patel, P.C., Mirkin, C.A., Gold nanoparticles for biology and medicine (2010) Angew. Chem., Int. Ed., 49, pp. 3280-3294
  • Shenhar, R., Rotello, V.M., Nanoparticles: scaffolds and building blocks (2003) Acc. Chem. Res., 36, pp. 549-561
  • Brust, M., Walker, M., Bethell, D., Schiffrin, D.J., Whyman, R., Synthesis of thiol-derivatized gold nanoparticles in a two-phase liquid–liquid system (1994) J. Chem. Soc. Chem. Commun., pp. 801-802
  • Jung, E., Jeong, K., Yeum, H., HyunChoi, J., Effects of polymeric stabilizers on the synthesis of gold nanoparticles (2014) J. Mater. Sci. Technol., 30, pp. 107-111
  • Toma, H., Zamarion, V.M., Toma, S.H., Araki, K., The coordination chemistry at gold nanoparticles (2010) J. Braz. Chem. Soc., 21, pp. 1158-1176
  • Nichick, M.N., Voitekhovich, S.V., Shavel, A., Lesnikovich, A.I., Ivashkevich, O.A., 1-Substituted 5-thiotetrazoles as novel capping agents for stabilization of gold nanoparticles (2009) Polyhedron, 28, pp. 3138-3142. , and references therein
  • Nombona, N., Antunes, E., Litwinski, C., Nyokong, T., Synthesis and photophysical studies of phthalocyanine–gold nanoparticle conjugates (2011) Dalton Trans., 40, pp. 11876-11884
  • Moeno, S., Antunes, E., Nyokon, T., Synthesis and photophysical properties of a novel zinc photosensitizer and its gold nanoparticle conjugate (2011) J. Photochem. Photobiol. A: Chem., 222, pp. 343-350
  • Rossi, L.M., Silva, P.R., Von, L.L.R., Fernandez, A.U., Tada, D.B., Baptista, M.S., Protoporphyrin IX nanoparticle carrier: preparation, optical properties, and singlet oxygen generation (2008) Langmuir, 24, pp. 12534-12538
  • MacDonald, I.J., Dougherty, T.J., Basic Principles of photodynamic therapy (2001) J Porphyrins Phthalocyanines, 5, pp. 105-129
  • Detty, M.R., Gibson, S.L., Wagner, S.J., Current clinical and preclinical photosensitizers for use in photodynamic therapy (2004) J. Med. Chem., 47, pp. 3895-3897
  • Marino, J., García Vior, M.C., Dicelio, L.E., Roguin, L.P., Awruch, J., Photodynamic effects of isosteric water-soluble phthalocyanines on human nasopharynx KB carcinoma cells (2010) Eur. J. Med. Chem., 45, pp. 4129-4139
  • Moeno, S., Krause, R.W.M., Ermilov, E.A., Kuzyniak, W., Höpfner, M., Synthesis and characterization of novel zinc phthalocyanines as potential photosensitizers for photodynamic therapy of cancers (2014) Photochem. Photobiol. Sci., 13, pp. 963-970
  • García Vior, M.C., Cobice, D., Dicelio, L.E., Awruch J. Novel thiol-derivatized zinc(II) phthalocyanines (2009) Tetrahedron Lett., 50, pp. 2467-2469
  • Hone, D.C., Walker, P.I., Evans-Gowing, R., FitzGerald, S., Beeby, A., Chambrier, I., Cook, M.J., Russell, D.A., Generation of cytotoxic singlet oxygen via phthalocyanine-stabilized gold nanoparticles: a potential delivery vehicle for photodynamic therapy (2002) Langmuir, 18, pp. 2985-2987
  • Mthethwa, T.P., Arslanoglu, Y., Antunes, E., Nyokong, T., Photophysical behavior of cationic 2-(dimethilamino)ethanethiotetrasubstituted phthalocyanine complexe in the presence of gold nanoparticle (2012) Polyhedron, 38, pp. 169-177
  • Slot, J.W., Geuze, H., A new method of preparing gold probes for multiple-labeling cytochemistry (1985) J. Eur. J. Cell Biol., 38, pp. 87-93
  • Kimling, J., Maier, M., Okenve, B., Kotaidis, V., Ballot, H., Plech, A., *Turkevich Method for Gold Nanoparticle Synthesis Revisited Fachbereich Physik der Universität Konstanz (2006) J. Phys. Chem. B, 110 (32), pp. 15700-15707. , Universitätsstr. 10, D-78457 Konstanz, Germany
  • Strassert, C.A., Bilmes, G.M., Awruch, J., Dicelio, L.E., Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines (2008) Photochem. Photobiol. Sci., 7, pp. 738-747
  • Lagorio, M.G., Dicelio, L.E., San Román, E., Visible and near IR spectroscopical and photochemical characterization of substituted metallophthalocyanines (1993) J. Photo-Chem. Photobiol. A: Chem., 72, pp. 153-161
  • Rodriguez, M.E., Morán, F., Bonansea, A., Monetti, M., Fernández, D.A., Strassert, C.A., Rivarola, V., Dicelio, L.E., A comparative study of photophysical and phototoxic properties of a new octaalkyl zinc (II) phthalocyanine incorporated in an hydrophilic polymer, in liposomes and in non ionic micelles (2003) Photochem. Photobiol. Sci., 2, pp. 1-8
  • García Vior, M.C., Dicelio, L.E., Awruch, J., Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties (2009) Dye. Pigment., 83, pp. 375-380
  • Wilkinson, F., Helman, W.P., Rose, A.D., Rate constant for the decay and reactions of the lowest electronically excited singlet state of molecular oxygen in solution. An expanded and revised compilation (1995) J. Phys. Chem. Ref. Data, 24, pp. 663-1021
  • Kanehara, M., Tkahashi, H., Teranishi, T., Gold(0) porphyrins on gold nanoparticles (2008) Agnew. Chem., 120, pp. 313-316
  • Xu, T., Li, Y., Zhang, J., Qi, Y., Zhao, X., Zhang, Q., Spherical and polygonal shape of Au nanoparticles coated functionalized polymer microspheres (2015) Appl. Surf. Sci., 345, pp. 264-271
  • Barabadi, H., Honary, S., Ebrahimi, P., Mohammadi, M.A., Alizadeh, A., Naghibi, F., Microbial mediated preparation, characterization and optimization of gold nanoparticles (2014) Braz. J. Microbiol., 45, pp. 1493-1501
  • He, Y.Q., Liu, S.P., Kong, L., Liu, Z.F., A study on the sizes and the concentrations of gold nanoparticles by spectra of absorption, resonance Rayleigh scattering and resonance non-linear scattering (2005) Spectrochimica Acta Part A, 61, pp. 2861-2866
  • Chithrani, B.D., Ghazani, A.A., Chan, W.C., Determining the size and shape dependence of gold nanoparticle uptake into mammalian cells (2006) Nano Lett., 6, pp. 662-668
  • Manna, A., Chen, P.L., Akiyama, H., Wei, T.X., Tamada, K., Knoll, W., Optimized photoisomerization on gold nanoparticles capped by unsymmetrical azobenzene disulfides (2003) Chem. Mater., 15, pp. 20-28. , and references therein
  • Jiang, P., Xie, S.S., Yao, J.N., Pang, S.J., Gao, H.J., The stability of self-organized 1-nonanoethiol-capped gold nanoparticle monolayer (2001) J. Phys. D: Appl. Phys., 34, pp. 2255-2259
  • Anger, P., Bharadwaj, P., Novotny, L., Enhancement and quenching of single-molecule fluorescence (2006) Phys. Rev. Lett., 96. , 113002- 1, 113002- 4

Citas:

---------- APA ----------
García Vior, M.C., Awruch, J., Dicelio, L.E. & Diz, V.E. (2019) . 2(3), 9(10), 16(17), 23(24)-tetrakis[(3-mercapto)propoxy] phthalocyaninate zinc (II)/gold nanoparticle conjugates: Synthesis and photophysical properties. Journal of Photochemistry and Photobiology A: Chemistry, 368, 242-247.
http://dx.doi.org/10.1016/j.jphotochem.2018.09.024
---------- CHICAGO ----------
García Vior, M.C., Awruch, J., Dicelio, L.E., Diz, V.E. "2(3), 9(10), 16(17), 23(24)-tetrakis[(3-mercapto)propoxy] phthalocyaninate zinc (II)/gold nanoparticle conjugates: Synthesis and photophysical properties" . Journal of Photochemistry and Photobiology A: Chemistry 368 (2019) : 242-247.
http://dx.doi.org/10.1016/j.jphotochem.2018.09.024
---------- MLA ----------
García Vior, M.C., Awruch, J., Dicelio, L.E., Diz, V.E. "2(3), 9(10), 16(17), 23(24)-tetrakis[(3-mercapto)propoxy] phthalocyaninate zinc (II)/gold nanoparticle conjugates: Synthesis and photophysical properties" . Journal of Photochemistry and Photobiology A: Chemistry, vol. 368, 2019, pp. 242-247.
http://dx.doi.org/10.1016/j.jphotochem.2018.09.024
---------- VANCOUVER ----------
García Vior, M.C., Awruch, J., Dicelio, L.E., Diz, V.E. 2(3), 9(10), 16(17), 23(24)-tetrakis[(3-mercapto)propoxy] phthalocyaninate zinc (II)/gold nanoparticle conjugates: Synthesis and photophysical properties. J. Photochem. Photobiol. A Chem. 2019;368:242-247.
http://dx.doi.org/10.1016/j.jphotochem.2018.09.024