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Molecules 2013, 18(10), 12909-12915; doi:10.3390/molecules181012909

Direct Light-up of cAMP Derivatives in Living Cells by Click Reactions

1, 2, 1, 3 and 2,*
1 Research Center for Advanced Science and Technology, The University of Tokyo 4-6-1 Komaba, Meguro-ku, Tokyo 153-8904, Japan 2 Division of Chemistry, Department of Medical Sciences Faculty of Medicine, University of Miyazaki 5200 Kihara, Kiyotake, Miyazaki 889-1692, Japan 3 Division of Microbial Genomics, Department of Genomics and Bioenvironmental Science, Frontier Science Research Center, and Division of Microbiology, Department of Infectious Diseases, Faculty of Medicine, University of Miyazaki, 5200 Kiyotake, Miyazaki 889-1692, Japan
* Author to whom correspondence should be addressed.
Received: 1 August 2013 / Revised: 10 October 2013 / Accepted: 13 October 2013 / Published: 17 October 2013
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8-Azidoadenosine 3′,5′-cyclic monophosphate (8-azido cAMP) was directly detected in living cells, by applying Cu-free azide-alkyne cycloaddition to probe cAMP derivatives by fluorescence light-up. Fluorescence emission was generated by two non-fluorescent molecules, 8-azido cAMP as a model target and difluorinated cyclooctyne (DIFO) reagent as a probe. The azide-alkyne cycloaddition reaction between 8-azido cAMP and DIFO induces fluorescence in 8-azido cAMP. The fluorescence emission serves as a way to probe 8-azido cAMP in cells.
Keywords: click chemistry; cAMP; fluorescence; cAMP localization in living cells click chemistry; cAMP; fluorescence; cAMP localization in living cells
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Ito, K.; Liu, H.; Komiyama, M.; Hayashi, T.; Xu, Y. Direct Light-up of cAMP Derivatives in Living Cells by Click Reactions. Molecules 2013, 18, 12909-12915.

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