Far-red BODIPY-based oxime esters: photo-uncaging and drug delivery

Zhaoxiong Wan; Shupei Yu; Qi Wang; Karthik Sambath; Roshena Harty; Xiangshan Liu; Hao Chen; Chen Wang; Xuan Liu; Yuanwei Zhang

doi:10.1039/D3TB01867A

Far-red BODIPY-based oxime esters: photo-uncaging and drug delivery†

Zhaoxiong Wan,

^a Shupei Yu,^a Qi Wang,^a Karthik Sambath,^a Roshena Harty,^a Xiangshan Liu,^a Hao Chen,

^a Chen Wang,^b Xuan Liu^c and Yuanwei Zhang

*^a

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* Corresponding authors

^a Department of Chemistry and Environmental Science, College of Science and Liberal Arts, New Jersey Institute of Technology, 323 Martin Luther King Jr. Blvd., Newark, New Jersey 07102, USA
E-mail: yuanwei.zhang@njit.edu

^b Department of Chemistry and Biochemistry, Queens College, City University of New York, 65-30 Kissena Blvd., New York 11432, USA

^c Department of Electrical and Computer Engineering, New Jersey Institute of Technology, 323 Martin Luther King Jr. Blvd., Newark, New Jersey 07102, USA

Abstract

Far-red BODIPY-based oxime esters for photo-uncaging were designed to release molecules of interest with carboxylic acids. The low power red LED light breaks the N–O oxime ester bond and frees the caged molecules. We studied the mechanism and kinetics of the uncaging procedure using a ¹H NMR spectrometer. Moreover, the drug delivery strategy to release valproic acid (VPA) on demand was tested in vitro using this far-red BODIPY photo-uncaging strategy to induce apoptosis in tumor cells.

Journal of Materials Chemistry B

Far-red BODIPY-based oxime esters: photo-uncaging and drug delivery†

Abstract

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Far-red BODIPY-based oxime esters: photo-uncaging and drug delivery

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