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Open AccessArticle

Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative

Center for Bio/Molecular Science and Engineering, Code 6900, Naval Research Laboratory, Washington, DC 20375, USA
Chemistry Department, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA
Author to whom correspondence should be addressed.
Molecules 2018, 23(7), 1809;
Received: 28 May 2018 / Revised: 16 July 2018 / Accepted: 18 July 2018 / Published: 21 July 2018
(This article belongs to the Section Medicinal Chemistry)
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. View Full-Text
Keywords: doxorubicin; heterobifunctional; linker doxorubicin; heterobifunctional; linker
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MDPI and ACS Style

Delehanty, J.B.; Das, S.; Goldberg, E.; Sangtani, A.; Knight, D.A. Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative. Molecules 2018, 23, 1809.

AMA Style

Delehanty JB, Das S, Goldberg E, Sangtani A, Knight DA. Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative. Molecules. 2018; 23(7):1809.

Chicago/Turabian Style

Delehanty, James B.; Das, Shivani; Goldberg, Efram; Sangtani, Ajmeeta; Knight, D. A. 2018. "Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative" Molecules 23, no. 7: 1809.

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