We report the synthesis of a conjugate molecule between an unusual red fluorescent diketopyrrolopyrrole (DPP) unit and a bisphosphonate (BP) precursor using the "Click Chemistry" strategy to target bone tissue and monitor the interaction. After deep investigation, conjugation through a triazole unit between γ-azido rather than β-azido BP and an alkyne functionalized DPP fluorophore group turned out to be the winning strategy. Visualization of the DPP-BP conjugate on osteoclasts as well as the specific anti-resorption activity was successfully demonstrated.

Diketopyrrolopyrrole Bisphosphonate Conjugate: A New Fluorescent Probe for in Vitro Bone Imaging

Dalle Carbonare, Luca Giuseppe;Valenti, Maria Teresa;
2019-01-01

Abstract

We report the synthesis of a conjugate molecule between an unusual red fluorescent diketopyrrolopyrrole (DPP) unit and a bisphosphonate (BP) precursor using the "Click Chemistry" strategy to target bone tissue and monitor the interaction. After deep investigation, conjugation through a triazole unit between γ-azido rather than β-azido BP and an alkyne functionalized DPP fluorophore group turned out to be the winning strategy. Visualization of the DPP-BP conjugate on osteoclasts as well as the specific anti-resorption activity was successfully demonstrated.
2019
click chemistrybisphosphonate diketopyrrolepyrrole fluorescent probein vitro imagingosteoporosis
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11562/990376
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