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Issue 36, 2016
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In situ activation of a doxorubicin prodrug using imaging-capable nanoparticles

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Abstract

A general strategy for image-guided prodrug activation using fluorescently-labeled magnetic iron oxide nanoparticles is described. It is based on a recently developed concept in bio-orthogonal inverse-electron demand Diels–Alder chemistry, which is termed ‘click-to-release’. To illustrate a potential new biomedical application of the chemistry, the nanoparticles were modified with tetrazine, as well as near infrared fluorescent (NIRF) cy5.5 dye, while doxorubicin was converted into a prodrug. The nanoparticles taken up by the MDA-MB-231 breast cancer cells efficiently converted the prodrug of doxorubicin into the biologically active chemotherapeutic doxorubicin form.

Graphical abstract: In situ activation of a doxorubicin prodrug using imaging-capable nanoparticles

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Supplementary files

Article information


Submitted
01 Feb 2016
Accepted
01 Apr 2016
First published
01 Apr 2016

Chem. Commun., 2016,52, 6174-6177
Article type
Communication

In situ activation of a doxorubicin prodrug using imaging-capable nanoparticles

I. Khan, P. F. Agris, M. V. Yigit and M. Royzen, Chem. Commun., 2016, 52, 6174
DOI: 10.1039/C6CC01024E

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