Superparamagnetic Iron Oxide Nanoparticles (SPIONs) are attractive because of some peculiar properties such as selective separation of biomolecules and cells, automated DNA extraction, targeted gene delivery, use as magnetic resonance contrast agent (MRI), and magnetic field induced hyperthermia for cancer therapy.[1a-e] For application in biomedicine, SPIONs must be coated with appropriate biomolecules by a stable and easily tunable adsorption. Hence, the need to develop efficient synthetic strategies for the synthesis of novel bio-nanoconjugates is an important and appealing target.[2] The strategies used to anchor molecules onto these nanoparticles can involve passive noncovalent adsorption on the outer particle surface or the formation of a more stable covalent bond by using appropriate heterobifunctional linkers between the SPION and the biomolecule, in which one functional group of the linker binds specifically the nanoparticle, while the other reacts with the biomolecule in order to form the new nanoconjugate. In this presentation, the discovery of a new functional group able to bind specifically the SPIONs is shown, leading to a new class of heterobifunctional linkers for SPIONs functionalization. First attempts in the conjugation of DNA/RNA mimics onto SPIONs were also shown demonstrating the validity of this new functionalization methodology. [1] a)H. Gu, K. Xu, C. Xu and B. Xu, Chem Commun., 2006, 941; b) B. Yoza, A. Arakaki, K. Maruyama, H. Takeyama and T. Matsunaga, J. Biosci. Bioeng., 2003, 95, 21; c) M. Chorny, B. Polyak, I.S. Alferiev, K. Walsh, G. Friedman and R.J. Levy, FASEB J., 2007, 21, 2510; d) M.G. Harisinghani, J. Barentsz, P.F. Hahn, W.M. Deserno, S. Tabatabaei, C.H. van de Kaa, J. de la Rosette and R. Weissleder, N. Engl. J. Med., 2003, 348, 2491; e) J.P. Fortin, C. Wilhelm, J. Servais, C. Menager, J.C. Bacri and F. Gazeau, J. Am. Chem. Soc., 2007, 129, 2628. [2] G. Prencipe, S. Maiorana, P. Verderio, M. Colombo, P. Fermo, E. Caneva, D. Prosperi and E. Licandro, Chem Commun., 2009, 6017.

Design and sinthesis of new heterobifunctional linkers for the covalent binding of biomolecules onto superparamagnetic iron oxide nanoparticles(SPIONs) / C. Carrara, M. Rizzi, E. Licandro, S. Maiorana. ((Intervento presentato al 37. convegno Attilio Corbella Summer School on Organic Synthesis tenutosi a Gargnano nel 2012.

Design and sinthesis of new heterobifunctional linkers for the covalent binding of biomolecules onto superparamagnetic iron oxide nanoparticles(SPIONs)

C. Carrara;E. Licandro;S. Maiorana
2012

Abstract

Superparamagnetic Iron Oxide Nanoparticles (SPIONs) are attractive because of some peculiar properties such as selective separation of biomolecules and cells, automated DNA extraction, targeted gene delivery, use as magnetic resonance contrast agent (MRI), and magnetic field induced hyperthermia for cancer therapy.[1a-e] For application in biomedicine, SPIONs must be coated with appropriate biomolecules by a stable and easily tunable adsorption. Hence, the need to develop efficient synthetic strategies for the synthesis of novel bio-nanoconjugates is an important and appealing target.[2] The strategies used to anchor molecules onto these nanoparticles can involve passive noncovalent adsorption on the outer particle surface or the formation of a more stable covalent bond by using appropriate heterobifunctional linkers between the SPION and the biomolecule, in which one functional group of the linker binds specifically the nanoparticle, while the other reacts with the biomolecule in order to form the new nanoconjugate. In this presentation, the discovery of a new functional group able to bind specifically the SPIONs is shown, leading to a new class of heterobifunctional linkers for SPIONs functionalization. First attempts in the conjugation of DNA/RNA mimics onto SPIONs were also shown demonstrating the validity of this new functionalization methodology. [1] a)H. Gu, K. Xu, C. Xu and B. Xu, Chem Commun., 2006, 941; b) B. Yoza, A. Arakaki, K. Maruyama, H. Takeyama and T. Matsunaga, J. Biosci. Bioeng., 2003, 95, 21; c) M. Chorny, B. Polyak, I.S. Alferiev, K. Walsh, G. Friedman and R.J. Levy, FASEB J., 2007, 21, 2510; d) M.G. Harisinghani, J. Barentsz, P.F. Hahn, W.M. Deserno, S. Tabatabaei, C.H. van de Kaa, J. de la Rosette and R. Weissleder, N. Engl. J. Med., 2003, 348, 2491; e) J.P. Fortin, C. Wilhelm, J. Servais, C. Menager, J.C. Bacri and F. Gazeau, J. Am. Chem. Soc., 2007, 129, 2628. [2] G. Prencipe, S. Maiorana, P. Verderio, M. Colombo, P. Fermo, E. Caneva, D. Prosperi and E. Licandro, Chem Commun., 2009, 6017.
17-giu-2012
SPIONs ; iron oxide nanoparticles ; isocyanate ; linkers
Settore CHIM/06 - Chimica Organica
Società Chimica Italiana. Divisione di Chimica Organica
Design and sinthesis of new heterobifunctional linkers for the covalent binding of biomolecules onto superparamagnetic iron oxide nanoparticles(SPIONs) / C. Carrara, M. Rizzi, E. Licandro, S. Maiorana. ((Intervento presentato al 37. convegno Attilio Corbella Summer School on Organic Synthesis tenutosi a Gargnano nel 2012.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/214391
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