ArticlePhotochemistry and photobiology
Photophysics of glycosylated derivatives of a chlorin, isobacteriochlorin and bacteriochlorin for photodynamic theragnostics: discovery of a two-photon-absorbing photosensitizer.
Article in Photochemistry and photobiology. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Maltotriose-Chlorin e6 Conjugate LinkedACS omega · 2021Article
- Thionated organic compounds as emerging heavy-atom-free photodynamic therapy agents.Chemical science · 2020Review
- One-Pot Synthesis of Four Chlorin Derivatives by a Divergent Ylide.The Journal of organic chemistry · 2018Article
- New photodynamic therapy with next-generation photosensitizers.Annals of translational medicine · 2017Review
- Facile synthesis of chlorin bioconjugates by a series of click reactions.Chemical communications (Cambridge, England) · 2017Article
- New photosensitizers for photodynamic therapy.The Biochemical journal · 2016Review
- Fluorinated porphyrinoids as efficient platforms for new photonic materials, sensors, and therapeutics.Organic & biomolecular chemistry · 2016Review
- Glycosylated Porphyrins, Phthalocyanines, and Other Porphyrinoids for Diagnostics and Therapeutics.Chemical reviews · 2015Review
- Photodynamic therapy: current status and future directions.Medical principles and practice : international journal of the Kuwait University, Health Science Centre · 2015Review
- Stable synthetic mono-substituted cationic bacteriochlorins mediate selective broad-spectrum photoinactivation of drug-resistant pathogens at nanomolar concentrations.Journal of photochemistry and photobiology. B, Biology · 2014Article
- Amphiphilic, hydrophilic, or hydrophobic synthetic bacteriochlorins in biohybrid light-harvesting architectures: consideration of molecular designs.Photosynthesis research · 2014Article
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9 authors.
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Abstract
The photophysical properties of a chlorin, isobacteriochlorin and bacteriochlorin built on a core tetrapentafluorophenylporphyrin (TPPF20 ) and the nonhydrolyzable para thioglycosylated conjugates of these chromophores are presented. The photophysical characterization of these compounds was done in three different solvents to correlate with different environments in cells and tissues. Compared with TPPF20 other dyes have greater absorption in the red region of the visible spectrum and greater fluorescence quantum yields. The excited state lifetimes are from 3 to 11 ns. The radiative and nonradiative rate constants for deactivation of the excited state were estimated from the fluorescence quantum yield and excited state lifetime. The data indicate that the bacteriochlorin has strong absorption bands near 730 nm and efficiently enters the triplet manifold. The isobacteriochlorin has a 40-70% fluorescence quantum yield depending on solvent, so it may be a good fluorescent tag. The isobacteriochlorins also display enhanced two-photon absorption, thereby allowing the use of 860 nm light to excite the compound. While the two-photon cross section of 25 GM units is not large, excitation of low chromophore concentrations can induce apoptosis. The glycosylated compounds accumulate in cancer cells and a head and neck squamous carcinoma xenograft tumor model in mice. These compounds are robust to photobleaching.
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