Efficient activation of a visible light-activatable CA4 prodrug through intermolecular photo-unclick chemistry in mitochondria

Photo-unclick chemistry mediates visible and near IR-controlled drug release via a singlet oxygen (SO)-cleavable linker. Due to the limited diffusion distance of SO in biological systems, a photosensitizer and the SO-cleavable linker have been conjugated in one molecule or mixed in nano-drug deliver...

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Published inChemical communications (Cambridge, England) Vol. 53; no. 11; pp. 1884 - 1887
Main Authors Bio, Moses, Rajaputra, Pallavi, Lim, Irene, Thapa, Pritam, Tienabeso, Bomaonye, Hurst, Robert E., You, Youngjae
Format Journal Article
LanguageEnglish
Published England 07.02.2017
Subjects
Activation
Chemical compounds
chemical reactions
Diffusion
Drug delivery systems
Drugs
Mitochondria
nanomaterials
Nanostructure
photosensitizing agents
protoporphyrin
singlet oxygen
Strategy
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ISSN1359-7345
1364-548X
1364-548X
DOI10.1039/C6CC09994G

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Summary:Photo-unclick chemistry mediates visible and near IR-controlled drug release via a singlet oxygen (SO)-cleavable linker. Due to the limited diffusion distance of SO in biological systems, a photosensitizer and the SO-cleavable linker have been conjugated in one molecule or mixed in nano-drug delivery systems. In this communication, we demonstrate a new strategy to activate prodrugs with photo-unclick chemistry in an intermolecular fashion using an SO-cleavable CA4 prodrug and a mitochondria-specific photosensitizer, protoporphyrin IX, formed from prodrug hexyl-5-aminolevulinate.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/C6CC09994G