Coumarin-4-ylmethoxycarbonyls as phototriggers for alcohols and phenols |
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Authors: | Suzuki Akinobu Z Watanabe Takayoshi Kawamoto Mika Nishiyama Keiko Yamashita Hirotaka Ishii Megumi Iwamura Michiko Furuta Toshiaki |
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Affiliation: | Department of Biomolecular Science, Toho University, 2-2-1 Miyama, Funabashi, 274-8510 Japan. |
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Abstract: | Caged compounds can be used to regulate the spatial and temporal dynamics of signaling molecules in live cells. Photochemical properties of coumarin-4-ylmethoxy carbonates (1a-d) are investigated to construct caged compounds of hydroxy-containing molecules. All the compounds possess desired properties as phototriggers for alcohols and phenols. The 6-bromo-7-hydroxycoumarin-4-ylmethoxycarbonyl (Bhcmoc) group has the highest photochemical efficiency and is applied to make caged compounds of 1,2-dioctanoylglycerol (diC(8)), Tyr-OMe, and adenosine. [reaction: see text] |
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