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Open AccessArticle

Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative

1
Center for Bio/Molecular Science and Engineering, Code 6900, Naval Research Laboratory, Washington, DC 20375, USA
2
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; https://doi.org/10.3390/molecules23071809
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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