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Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative

Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative

James B Delehanty, Shivani Das, Efram Goldberg, Ajmeeta Sangtani, D Andrew Knight

Molecules. 2018 Jul 21;23(7):1809.

PMID: 30037071

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP25952538	N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride		25952-53-8	Price

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