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 H NMR spectrometer. Moreover, the drug delivery strategy to release valproic acid (VPA) on demand was tested using this far-red BODIPY photo-uncaging strategy to induce apoptosis in tumor cells.
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http://dx.doi.org/10.1039/d3tb01867a | DOI Listing |
J Mater Chem B
October 2023
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.
ChemPhotoChem
April 2022
Department of Chemistry and Environment Science, College of Science and Liberal Science, New Jersey Institute of Technology, 323 Martin Luther King Jr. Blvd., Newark, New Jersey 07102, United States.
Hypochlorous acid (HClO) is produced by white blood cells to defend against injury and bacteria. However, as one of the reactive oxygen species, high intracellular HClO concentration could lead to chronic diseases that affect the cardiovascular and nervous systems. To monitor HClO concentrations in bio-samples, the fluorescent probe is preferred to have: a) absorbability in the far-red window with reduced light-toxicity and improved tissue penetration depth, b) ratiometric feature for accurate analysis.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
March 2023
Department of Biochemistry and Molecular Biotechnology, University of Massachusetts Chan Medical School, Worcester, MA-01605, USA.
Metal-free long-wavelength light-driven prodrug photoactivation is highly desirable for applications such as neuromodulation, drug delivery, and cancer therapy. Herein, via triplet fusion, we report on the far-red light-driven photo-release of an anti-cancer drug by coupling the boron-dipyrromethene (BODIPY)-based photosensitizer with a photocleavable perylene-based anti-cancer drug. Notably, this metal-free triplet fusion photolysis (TFP) strategy can be further advanced by incorporating an additional functional dopant, i.
View Article and Find Full Text PDFChempluschem
November 2016
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Reported is a new fluorescent probe based on boron-dipyrromethene dye (BODIPY) for late endosome staining in live cells. Among the 14 pH-responsive BODIPY-based far-red/near-infrared dyes used, it was found that a (4-methyl-1-piperazinyl)phenyl-substituted BODIPY could stain late endosomes in three different cell lines. This BODIPY dye was applicable for measurement of the fusion time of late endosomes and lysosomes, thereby demonstrating the utility of this dye for functional analyses of late endosomes in live cells.
View Article and Find Full Text PDFOrg Biomol Chem
June 2014
Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543 Singapore.
Far-red and near infrared (NIR) emissive dyes have advantages in the development of fluorescent probes and labelling for bio-imaging in living systems since fluorescence in the long-wavelength region would generate minimum photo-toxicity to biological components, deep tissue penetration and minimal background from auto-fluorescence by bio-molecules. BODIPY dyes are attractive due to their excellent photo-physical properties and potential for fluorescence-based sensing and bio-imaging applications. Thus, numerous research papers have emerged to develop BODIPY-based dyes with absorption and emission in the long-wavelength spectral region (650-900 nm).
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