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Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative.

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. Th... Full description

Journal Title: Molecules (Basel Switzerland), July 21, 2018, Vol.23(7)
Main Author: Delehanty, James B
Other Authors: Das, Shivani , Goldberg, Efram , Sangtani, Ajmeeta , Knight, D Andrew
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1420-3049 ; DOI: 10.3390/molecules23071809
Link: http://search.proquest.com/docview/2075543069/?pq-origsite=primo
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recordid: proquest2075543069
title: Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative.
format: Article
creator:
  • Delehanty, James B
  • Das, Shivani
  • Goldberg, Efram
  • Sangtani, Ajmeeta
  • Knight, D Andrew
subjects:
  • Doxorubicin–Analogs & Derivatives
  • Magnetic Resonance Spectroscopy–Chemical Synthesis
  • Molecular Structure–Chemistry
  • Nanoparticles–Pharmacology
  • Oxidation-Reduction–Chemistry
  • Peptides–Drug Effects
  • Quantum Dots–Chemistry
  • Reactive Oxygen Species–Metabolism
  • Peptides
  • Reactive Oxygen Species
  • Doxorubicin
  • Doxorubicin
  • Heterobifunctional
  • Linker
ispartof: Molecules (Basel, Switzerland), July 21, 2018, Vol.23(7)
description: 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 1 H NMR and LC-MS and subsequently reacted under conditions of ROS formation (Cu 2+ /H 2 O 2 ) resulting in successful and rapid thioacetal oxidative cleavage, which was monitored using 1 H NMR.
language: eng
source:
identifier: E-ISSN: 1420-3049 ; DOI: 10.3390/molecules23071809
fulltext: fulltext
issn:
  • 14203049
  • 1420-3049
url: Link


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titleSynthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative.
creatorDelehanty, James B ; Das, Shivani ; Goldberg, Efram ; Sangtani, Ajmeeta ; Knight, D Andrew
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identifierE-ISSN: 1420-3049 ; DOI: 10.3390/molecules23071809
subjectDoxorubicin–Analogs & Derivatives ; Magnetic Resonance Spectroscopy–Chemical Synthesis ; Molecular Structure–Chemistry ; Nanoparticles–Pharmacology ; Oxidation-Reduction–Chemistry ; Peptides–Drug Effects ; Quantum Dots–Chemistry ; Reactive Oxygen Species–Metabolism ; Peptides ; Reactive Oxygen Species ; Doxorubicin ; Doxorubicin ; Heterobifunctional ; Linker
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descriptionA 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 1 H NMR and LC-MS and subsequently reacted under conditions of ROS formation (Cu 2+ /H 2 O 2 ) resulting in successful and rapid thioacetal oxidative cleavage, which was monitored using 1 H NMR.
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titleSynthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative.
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