Controlled Click-Assembly of Well-Defined Hetero-Bifunctional Cubic Silsesquioxanes and Their Application in Targeted Bioimaging

Perez-Ojeda Rodriguez ME, Trastoy Bello B, Rol Rúa Á, Chiara MD, García-Moreno I, Chiara JL (2013)


Publication Status: Published

Publication Type: Journal article

Publication year: 2013

Journal

Publisher: WILEY-V C H VERLAG GMBH

Book Volume: 19

Pages Range: 6630-6640

Journal Issue: 21

DOI: 10.1002/chem.201300339

Abstract

A general procedure for the assembly of hetero-bifunctional cubic silsesquioxanes with diverse functionality and a perfectly controlled distribution of functional groups on the inorganic framework has been developed. The method is based on a two-step sequence of mono- and hepta-functionalization through the ligand-accelerated copper(I)-catalyzed azidealkyne cycloaddition of a readily available octaazido cubic silsesquioxane. The stoichiometry of the reactants and the law of binomial distribution essentially determine the selectivity of the key monofunctionalization reaction when a copper catalyst with strong donor ligands is used. The methodology has been applied to the preparation of a set of bifunctional nano-building-blocks with orthogonal reactivity for the controlled assembly of precisely defined hybrid nanomaterials and a fluorescent multivalent probe for application in targeted cell-imaging. The inorganic cage provides an improved photostability to the covalently attached dye as well as a convenient framework for the 3D multivalent display of the pendant epitopes. Thus, fluorescent bioprobes based on well-defined cubic silsesquioxanes offer interesting advantages over more conventional fully organic analogues and ill-defined hybrid nanoparticles and promise to become powerful tools for the study of cell biology and for biomedical applications.

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How to cite

APA:

Perez-Ojeda Rodriguez, M.E., Trastoy Bello, B., Rol Rúa, Á., Chiara, M.D., García-Moreno, I., & Chiara, J.L. (2013). Controlled Click-Assembly of Well-Defined Hetero-Bifunctional Cubic Silsesquioxanes and Their Application in Targeted Bioimaging. Chemistry - A European Journal, 19(21), 6630-6640. https://doi.org/10.1002/chem.201300339

MLA:

Perez-Ojeda Rodriguez, Maria Eugenia, et al. "Controlled Click-Assembly of Well-Defined Hetero-Bifunctional Cubic Silsesquioxanes and Their Application in Targeted Bioimaging." Chemistry - A European Journal 19.21 (2013): 6630-6640.

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