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The synthesis of N-hydroxyoxindole-based photoactivatable fluorophores and its application for bioimaging
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Yu, An. The synthesis of N-hydroxyoxindole-based photoactivatable fluorophores and its application for bioimaging. Retrieved from https://doi.org/doi:10.7282/T3Q81G5S

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TitleThe synthesis of N-hydroxyoxindole-based photoactivatable fluorophores and its application for bioimaging
NameYu, An (author); Lee, Ki-Bum (chair); Garfunkel, Eric (internal member); Warmuth, Ralf (internal member); Rutgers University; Graduate School - New Brunswick
Date Created2016
Other Date2016-01 (degree)
SubjectChemistry and Chemical Biology
Extent1 online resource (ix, 47 p. : ill.)
DescriptionPhotoactivatable fluorophores are essential tools for investigating the dynamic molecular interactions within biological systems with high spatiotemporal resolution. Herein, we report a class of photoactivatable fluorescent N-hydroxyoxindoles formed via intramolecular photocyclization of o-nitrophenyl ethanol (ONPE). These substituted oxindole fluorophores are substantially small in size, show ultra-high fluorescence enhancement (up to 800-fold) for photoactivation and exceptional biocompatibility, generating only water molecules as the photolytic side-product. Structure-activity relationship analysis revealed a strong correlation between the fluorescent properties of these fluorophores and the substituent groups, which can potentially serve as a guideline for designing fluorescent probes with desired photophysical properties. As a proof-of-concept study, a substituted ONPE with uncaging wavelength of 365-405 nm and excitation/emission at 515 and 620 nm respectively was developed. We then demonstrated the capability of this fluorescent probe in the selective imaging of human neural stem cells and HeLa cells. The rapid photoactivation capability of this probe, coupled with its high biocompatibility allowed for spatially-selective cell labeling with ignorable effect on the cell viability.
NoteM.S.
NoteIncludes bibliographical references
Noteby An Yu
Genretheses, ETD graduate
Persistent URLhttps://doi.org/doi:10.7282/T3Q81G5S
Languageeng
CollectionGraduate School - New Brunswick Electronic Theses and Dissertations
Organization NameRutgers, The State University of New Jersey
RightsThe author owns the copyright to this work.
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