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Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative.

James B DelehantyShivani DasEfram GoldbergAjmeeta SangtaniD Andrew Knight
Published in: Molecules (Basel, Switzerland) (2018)
A heterobifunctional reactive oxygen species (ROS)-responsive linker for directed drug assembly onto and delivery from a quantum dot (QD) nanoparticle carrier was synthesized and coupled to doxorubicin using N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC)/sulfo⁻NHS coupling. The doxorubicin conjugate was characterized using ¹H NMR and LC-MS and subsequently reacted under conditions of ROS formation (Cu2+/H₂O₂) resulting in successful and rapid thioacetal oxidative cleavage, which was monitored using ¹H NMR.
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