Document Detail

Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange.
MedLine Citation:
PMID:  19364098     Owner:  NLM     Status:  MEDLINE    
A novel design strategy for controlling the fluorescence and photosensitizing ability of thiazole orange (TO) has been developed. The validity of this approach was demonstrated by the synthesis of a beta-galactosidase-activatable photosensitizer, PhoTO-Gal, in which fluorescence is simultaneously activated. PhoTO-Gal was demonstrated to kill HEK293 lacZ(+) cells, which express beta-galactosidase, but not HEK293 lacZ(-) cells, under light illumination. Such activatable photosensitizers should allow more refined PDT without the side effect of prolonged light sensitivity and should also be useful as tools for reporter enzyme expression-specific cell ablation.
Yuichiro Koide; Yasuteru Urano; Akira Yatsushige; Kenjiro Hanaoka; Takuya Terai; Tetsuo Nagano
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  131     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2009 May 
Date Detail:
Created Date:  2009-04-29     Completed Date:  2009-07-01     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  6058-9     Citation Subset:  IM    
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
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MeSH Terms
Benzothiazoles / chemical synthesis*,  chemistry*
DNA / chemistry
Hela Cells
Molecular Structure
Particle Size
Photosensitizing Agents / chemical synthesis*,  chemistry*
Quinolines / chemical synthesis*,  chemistry*
Reproducibility of Results
Surface Properties
beta-Galactosidase / chemistry,  metabolism*
Reg. No./Substance:
0/Benzothiazoles; 0/Photosensitizing Agents; 0/Quinolines; 107091-89-4/thiazole orange; 9007-49-2/DNA; EC

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