Synthesis of Amino Terminal Clicked dendrimers. Approaches to the application as a biomarker

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Abstract

Herein, we present an easy and efficient synthesis of amino terminal dendrons, combining protection/deprotection reactions with copper-catalyzed azide alkyne cycloaddition in a convergent way. This new approach affords dendrons in gram scale with excellent yields and easy purification. By choosing the appropriate azido-functionalized core, these dendrons lead to a more efficient and controlled convergent synthesis of dendrimers with different sizes and shapes and multivalence. The amino terminal dendrimers were analyzed by diffusion-ordered spectroscopy experiments. The observed dendrimer size is in excellent correlation with the expected size and shape by molecular dynamic simulations. The construction of these kinds of nanostructures, in a simple and efficient way, opens new opportunities for biomedical applications. Moreover, by choosing the appropriate core, these versatile macromolecules become an excellent fluorescent biomarker.

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Synthesis of Amino Terminal Clicked dendrimers. Approaches to the application as a biomarker Noemi Molina, Francisco Nájera, Juan A. Guadix, Jose M. Perez-Pomares, Yolanda Vida and Ezequiel Perez-Inestrosa Journal of Organic Chemistry, 2019, 84 (16), 10197-10208. DOI: 10.1021/acs.joc.9b01369

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