Journal
RSC ADVANCES
Volume 9, Issue 49, Pages 28636-28641Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ra05533a
Keywords
-
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Funding
- Ministry of Education, Culture, Sports, Science and Technology, Japan (MEXT) [15K06556]
- Grants-in-Aid for Scientific Research [15K06556] Funding Source: KAKEN
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The hypochlorite anion (OCl-), a reactive oxygen species (ROS), is an important microbicidal agent in the immune system. Accurate and selective detection of OCl- in environmental and biological samples by a fluorescent molecular sensor is an important subject. All previously reported sensors, however, have suffered from tedious multi-step synthesis for the sensors and the use of large amounts of organic solvents for the analysis. Herein, we report that a coumarin-dihydroperimidine dye prepared by facile condensation behaves as a fluorescent sensor for OCl- in 99% water. The sensor exhibits weak fluorescence, but OCl--selective dehydrogenation of its dihydroperimidine unit creates a strong blue fluorescence. This turn-on fluorescence response facilitates selective and sensitive detection of OCl- in the physiological pH range. Ab initio calculation revealed that the fluorescence enhancement by OCl- is triggered by intramolecular proton transfer from the coumarin -OH to the imine nitrogen of the formed perimidine moiety.
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