Abstract
This work presents the development of a multifunctional hybrid nanoparticle made of L-glutathione capped quantum dots (GSH-CdSe@ZnS), amino functionalized Fe3O4 magnetic nanoparticles and indium octacarboxy phthalocyanine (ClInPc(COOH)8). In this work we investigate the photophysical properties of the individual components and the hybrid nanoparticle, in addition we study the energy transfer (Förster Resonance Energy Transfer (FRET)) in the complex. FRET efficiencies of ~48 % were obtained for energy transfer between the QDs (when alone or linked to MNPs). Both triplet yields and lifetimes of ClInPc(COOH)8 increase in the nanocomposite, with a decrease in fluorescence lifetime. The hybrid nanoparticle showed improved photophysical properties and as a result can be used in photodynamic therapy.
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Sailor M, Park J (2012) Hybrid nanoparticles for detection and treatment of cancer. Adv Mater 24:3779–3802
Kim J, Park S, Lee J, Jin S, Lee J, Lee I, Yang I (2006) Designed fabrication of multifunctional magnetic gold nanoshells and their application to magnetic resonance imaging and photothermal therapy. Angew Chem Int Ed 46:7754–7758
Park J, von Maltzahn G, Ruoslahti E, Bhatia S, Sailor M (2008) Micellar hybrid nanoparticles for simultaneous magneto fluorescent imaging and drug delivery. Angew Chem Int Ed 47:7284–7288
Bruchez M, Moronne M, Gin P, Weiss S, Alivisatos A (1998) Semiconductor nanocrystals as fluorescent biological labels. Science 281:2013–2016
Chan W, Nie S (1998) Quantum dot bioconjugates for ultrasensitive nonisotropic detection. Science 281:2016–2018
Chan W, Maxwell D, Gao X, Bailey R, Han M, Nie S (2002) Luminescent quantum dots for multiplexed biological detection and imaging. Curr Opin Biotechnol 13:40–46
Weissleder R, Bogdanov A, Neuwelt E, Papisov M (1995) Long circulating iron oxides for MR imaging. Adv Drug Deliv Rev 16:321–334
Lee J, Huh Y, Jun Y, Seo J, Jang J, Song H, Kim S, Cho E, Yoon H, Suh J, Cheon J (2007) Artificially engineered magnetic particles for ultra-sensitive molecular imaging. Nat Med 13:95–99
Park J, von Maltzahn G, Zhang L, Schwartz M, Ruoslahti E, Bhatia S, Sailor M (2008) Magnetic iron oxide nanoworms for tumour targeting and imaging. Adv Mater 20:1630–1635
Bonnet R (2002) Chemical aspects of photodynamic therapy. Gordon and Breach Science Publishers, Amsterdam
Triesscheijn M, Baas P, Schellens P, Stewart F (2006) Photodynamic therapy in oncology. Oncologist 11:1034–1044
Okura I (2001) Photosensitization of porphyrins and phthalocyanines. Gordon and Breach Publishers, Germany
Lukyanets E (1999) Phthalocyanines as photosensitizers in the photodynamic therapy of cancer. J Porphyrins Phthalocyanines 3:424–432
Pastoriza-Santos L, Perez-Juste I, Liz-Marzán J (2006) Silica-coating and hydrophobation of CTAB- stabilized gold nanorods. Chem Mater 18:2465–2467
Sun J, Zhuang J, Guan S, Yang W (2008) Synthesis of robust water-soluble ZnS:Mn/SiO2 core/shell nanoparticles. J Nanoparticle Res 10:653–658
Lai C, Trewyn B, Jeftinija D, Jeftinija K, Xu S, Jeftinija S, Lin V (2003) A mesoporous silica nanosphere-based carrier system with chemically removable CdS nanoparticles caps for stimuli responsive controlled release of neurotransmitters and drug molecules. J Am Chem Soc 125:4451–4459
Benezra M, Penate-Medina O, Zanzonico P, Schaer D, Ow H, Burns A, DeStanchina E, Longo V, Herz E, Iyer S, Wolchok J, Larson S, Wiesner U, Bradbury M (2011) Multimodal silica nanoparticles are effective cancer targeted probes in a model of human melanoma. J Clin Invest 121:2768–2780
Zhuo X, Kobayashi Y, Romanyuk V, Ochuchi N, Takeda M, Tsunekawa S, Kasuya A (2004) Preparation of silica encapsulated CdSe quantum dots in aqueous solution with improved optical properties. Appl Surf Sci 242:281–286
Lin Y, Tsai C, Huang H, Kuo C, Hung Y, Huang D, Chen Y, Mou C (2005) Well ordered mesoporous silica nanoparticles as cell markers. Chem Mater 17:4570–4573
Lin Y, Hung Y, Su J, Lee R, Chang C, Lin M, Mou C (2004) Gadolinium(III)-incorporated nanosized mesoporous silica as potential magnetic resonance imaging contrast agents. J Phys Chem B 108(40):15608–15611
Gerion D, Pinaud F, Williams S, Parak W, Zanchet D, Weiss S, Alivistos A (2001) Synthesis and properties of biocompatible water soluble silica coated CdSe/ZnS semiconductor quantum dots. J Phys Chem B 105:8861–8871
Philipse A, van Bruggen M, Pathmamanoharan C (1994) Magnetic silica dispersions: preparation and stability of surface-modified silica particles with a magnetic core. Langmuir 10:92–99
Bechger L, Koenderink A, Vos W (2002) Emission spectra and lifetimes of R6G dye on silica coated titania powder. Langmuir 18:2444–2447
Wolcott A, Gerion D, Visconte M, Sun J, Schwartzberg A, Chen S, Zhang J (2005) Silica-coated CdTe quantum dots functionalized with thiols for bioconjugation to IgG proteins. J Phys Chem B 110:5779–5789
Selvan S, Tan T, Ying J (2005) Robust, non-cytotoxic, silica coated CdSe quantum dots with efficient photolumiscence. Adv Mater 17:1620–1625
Lin R, Zhou L, Lin Y, Wang A, Zhou J, Wei S (2011) Property study of a new silica nanoparticle delivery system of hydrophobic phthalocyanine using spectroscopic method. Spectroscopy 26:179–185
Fashina A, Antunes E, Nyokong T (2013) Enhanced photophysical behavior of phthalocyanine when grafted on silica nanoparticles. Polyhedron 53:278–285
Wang F, Chen X, Zhao Z, Tang S, Huang X, Lin C, Cai C, Zheng N (2011) Synthesis of magnetic, fluorescent and mesoporous core-shell-structured nanoparticles for imaging, targeting and photodynamic therapy. J Mater Chem 21:11244–11252
Idowu M, Nyokong T (2012) Photophysical behaviour of fluorescent nanocomposites of phthalocyanines linked to quantum dots and magnetic nanoparticles. Int J Nanosci 11:1250018-1–1250018-9
Ambroz M, Beeby A, McRobert A, Simpson M, Svensen R, Phillips D (1991) Preparative, analytical and fluorescence spectroscopic studies of sulphonated aluminium phthalocyanine photosensitizers. J Photochem Photobiol B Biol 9:87–95
Adegoke O, Nyokong T (2014) Conjugation of monosubstituted phthalocyanine deravitives to CdSe@ZnS quantum dots and their applications in fluorescence sensing. Synth Met 188:35–45
Modisha P, Nyokong T, Antunes E (2013) Photodegradation of Orange-G using zinc octacarboxyphthalocyanine supported on Fe3O4 nanoparticles. J Mol Catal A Chem 380:131–138
Masilela N, Nyokong T (2011) Conjugates of low symmetry carboxy Ge, Sn and Ti pthalocyanine with glutathione capped gold nanoparticles: an investigation of photophysical properties. J Photochem Photobiol A 223:124–131
Sapra S, Sarma D (2005) Simultaneous control of nanocrystal size and nanocrystal-nanocrystal in CdS nanocrystal assembly. Pramana 65:565–570
Bagwe R, Yang C, Hilliard L, Tan W (2004) Optimization of dye doped silica nanoparticles prepared using reserve microemulsion method. Langmuir 20:8336–8342
Sakamoto K, Ohno E (1997) Synthesis and electron transfer of phthalocyanine derivatives. Prog Org Coat 31:139–145
Masilela N, Idowu M, Nyokong T (2009) Photophysical, photochemical and electrochemical properties of water soluble silicon, titanium and zinc phthalocyanines. J Photochem Photobiol A Chem 201:91–97
Fery-Forgues S, Lavabre D (1999) Are fluorescence quantum yields so tricky to measure? A demonstration using familiar stationery products. J Chem Int Ed 76:1260–1264
Lakowiecz J (1999) Principles of fluorescence spectroscopy, 2nd edn. Kluwer Academic/Plenum Publishers, New York
Ogunsipe A, Nyokong T (2005) Photophysical, photochemical and bovine serum albumin studies on new gallium (III) phthalocyanine. J Photochem Photobiol Sci 4:510–516
Kubat P, Monsinger J (1996) Photophysical properties of metal complexes of meso-tetrakis(4-sulphonatophenyl)porphyrin. J Photochem Photobiol A 96:93–97
Du H, Fuh R, Li J, Cockan L, Lindsey J (1998) PhotochemCAD: a computer aided design and research tool in photochemistry. Photochem Photobiol 68:141–142
D’Souza S, Antunes E, Litwinski C, Nyokong T (2011) Photophysical behavior of zinc monoamino phthalocyanine linked to mercaptopropionic acid capped CdTe quantum dots. J Photochem Photobiol A 220:11–19
Guo J, Yang W, Wang C, He J, Chen J (2006) Poly (N-isopropylacrylamide)-coated luminescent/magnetic silica microspheres: preparation, characterization and biomedical applications. Chem Mater 18(23):5554–5562
Oliveria D, Macaroff P, Ribeiro K, Lacava R, Azevedo R, Lima E, Morais P, Tedesco A (2005) Studies of zinc phthalocyanine/magnetic fluid complex as bifunctional agent for cancer treatment. J Magn Magn Mater 289:476–479
Wang X, Qu L, Zhang L, Peng X, Xiao M (2003) Surface-related emission in highly lumiscent CdSe quantum dots. Nano Lett 3:1103–1110
Sun X, Chen J, Song J, Zhao D, Deng W, Lei W (2010) Ligand capping effect for dye solar cells with CdSe quantum dots sensitized ZnO nanorod photoanode. Opt Express 18:129–1301
Zenkevich E, Stupak A, Kowerko D, von Borczyskowski C (2012) Influence of single dye molecules on temperature and time dependent optical properties of CdSe/ZnS quantum dots: ensemble and single nanoassembly detection. Chem Phys 406:21–29
Moeno S, Nyokong T (2008) The photophysical studies of a mixture of CdTe quantum dots and negatively charged zinc phthalocyanine. Polyhedron 27:1953–1958
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This work was supported by the Department of Science and Technology (DST) Innovation and National Research Foundation (NRF), South Africa through DST/NRF South African Research Chairs Initiative for Professor of Medicinal Chemistry and Nanotechnology (UID = 62620) as well as Rhodes University (South Africa).
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Tshangana, C., Nyokong, T. The Photophysical Properties of Multi-Functional Quantum Dots-Magnetic Nanoparticles—Indium Octacarboxyphthalocyanine Nanocomposite. J Fluoresc 25, 199–210 (2015). https://doi.org/10.1007/s10895-014-1497-6
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DOI: https://doi.org/10.1007/s10895-014-1497-6