NDLI: Photophysics of Glycosylated Derivatives of a Chlorin, Isobacteriochlorin, and Bacteriochlorin for Photodynamic Theragnostics: Discovery of a Two-Photon-Absorbing Photosensitizer †

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Photophysics of Glycosylated Derivatives of a Chlorin, Isobacteriochlorin, and Bacteriochlorin for Photodynamic Theragnostics: Discovery of a Two-Photon-Absorbing Photosensitizer †

Theoretical Study of the Reaction Formalhydrazone with Singlet Oxygen. Fragmentation of the C=N Bond, Ene Reaction, and Other Processes †

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Photophysics of Glycosylated Derivatives of a Chlorin, Isobacteriochlorin, and Bacteriochlorin for Photodynamic Theragnostics: Discovery of a Two-Photon-Absorbing Photosensitizer †

Content Provider	PubMed Central
Author	Aggarwal, Amit Thompson, Sebastian Singh, Sunaina Newton, Brandon Moore, Akeem Gao, Ruomie Gu, Xinbin Mukherjee, Sushmita Drain, Charles Michael
Abstract	The photophysical properties of a chlorin, isobacteriochlorin, and bacteriochlorin built on a core tetrapentafluorophenylporphyrin (TPPF20) and the non-hydrolysable para thioglycosylated conjugates of these chromophores are presented. The photophysical characterization of these compounds was done in three different solvents to correlate to different environments in cells and tissues. Compared to TPPF20 these conjugates have greater absorption in the red region of the visible spectrum and greater fluorescence quantum yields. The excited state lifetimes are from 3-11 nsec. The radiative and non-radiative rate constants for deactivation of the excited state were estimated from the fluorescence quantum yield and excited state lifetime. The data indicates 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 2-photon absorption, thereby allowing the use of 860 nm light to excite the compound. While the 2-photon cross section of 25 GM units is not large, low light and low chromophore concentrations can induce apoptosis. The glycosylated compounds accumulate in cells and a head and neck squamous carcinoma xenograft tumor model in mice. These compounds are robust to photobleaching.
Related Links	http://dx.doi.org/10.1111/php.12179
Ending Page	430
Page Count	12
Starting Page	419
File Format	PDF
ISSN	00318655
e-ISSN	17511097
Journal	Photochemistry and photobiology
Issue Number	2
Volume Number	90
Language	English
Publisher Date	2014-03-01
Access Restriction	Open
Subject Keyword	Physical and Theoretical Chemistry Biochemistry Medicine(all) Research in Higher Education
Content Type	Text
Resource Type	Article
Subject	Medicine Biochemistry Physical and Theoretical Chemistry Radiation

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Photophysics of Glycosylated Derivatives of a Chlorin, Isobacteriochlorin, and Bacteriochlorin for Photodynamic Theragnostics: Discovery of a Two-Photon-Absorbing Photosensitizer †

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