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Organic & Biomolecular Chemistry
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Journal Name
COMMUNICATION
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2013, 15, 5500−5503.
DOI: 10.1039/C9OB01148J
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Fig. 5. Overlay of HPLC chromatograms of the dual caged compound 6c at regular
time intervals of irradiation with UV light (≥ 310 nm).
Conclusions
In conclusion, a new strategy for the sequential release of two
different functional groups was demonstrated. The main
advantage of our designed system was that the second caged
molecule initially remains in “locked” state and undergoes
photouncaging only after attainment “unlocked” state after the
first uncaging reaction, leading to the efficient release of two
different caged molecules in a sequential manner. Our designed
dual caged photoremovable protecting group exhibited an
interesting property of monitoring the dual release in real time
through fluorescence “turn on” and decrease in fluorescence
intensity upon first and second photorelease respectively. We
have also demonstrated the controlled and sequential release
cosmeceuticals viz. ferulic acid ethyl ester and salicylic acid that
can be utilized for topical application by the cosmetic industries
to be able to fully exploit these compounds in cosmeceutical
formulations.
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Conflicts of interest
There are no conflicts to declare.
Acknowledgments
We thank DST SERB (Grant No. EMR/2016/005885) for financial
support and DST-FIST for 600 and 400 MHz NMR. A. Paul and M.
Bera are thankful to IIT Kharagpur for the fellowship.
Notes and references
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Soc., 2011, 133, 5380−5388.
M. A.Priestman, L. Sun and D. S. Lawrence, ACS Chem. Biol.,
2011, 6, 377−384.
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