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    From Bench to Cell: A Roadmap for Assessing the Bioorthogonal Click Reactivity of Magnetic Nanoparticles for Cell Surface Engineering

    Year: 2022

    Journal: Bioconjugate Chem., Volume 33, SEP 21, page 1620–1633

    Authors: Idiago-Lopez, Javier; Moreno-Antolin, Eduardo; Eceiza, Maite; Aizpurua, Jesus M.; Grazu, Valeria; de la Fuente, Jesus M.; Fratila, Raluca M.

    Organizations: European Commission; Ministerio de Economia y Competitividad, MINECO, Spain [PCIN-2017-060]; Ministerio de Innovacion, Ciencia y Universidades (MCIU) [PGC2018-096016-B-I00]; Ministerio de Economia, Industria y Competitividad [BIO 2017-84246-C2-1R]; FSE/Agencia Estatal de Investigacion [RYC-2015-17640]; Gobierno de Aragon; Programa Operativo Fondo Social Europeo de Aragon; Ministerio de Universidades [FPU17/02024]; Fondos Feder [E15 _20R]; Basque Government [GIC-2015_IT-1033-16]

    In this work, we report the use of bioorthogonal chemistry, specifically the strain-promoted click azide-alkyne cyclo-addition (SPAAC) for the covalent attachment of magnetic nano-particles (MNPs) on living cell membranes. Four types of MNPs were prepared, functionalized with two different stabilizing/passivation agents (a polyethylene glycol derivative and a glucopyranoside derivative, respectively) and two types of strained alkynes with different reactivities: a cyclooctyne (CO) derivative and a dibenzocyclooctyne (DBCO) derivative. The MNPs were extensively characterized in terms of physicochemical characteristics, colloidal stability, and click reactivity in suspension. Then, the reactivity of the MNPs toward azide-modified surfaces was evaluated as a closer approach to their final application in a living cell scenario. Finally, the DBCO-modified MNPs, showing superior reactivity in suspension and on surfaces, were selected for cell membrane immobilization via the SPAAC reaction on the membranes of cells engineered to express azide artificial reporters. Overall, our work provides useful insights into the appropriate surface engineering of nanoparticles to ensure a high performance in terms of bioorthogonal reactivity for biological applications.
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