We herein report the design, synthesis and photophysical characterization of extended and rigid coumarinyl derivatives showing large two-photon sensitivities (daFu up to 125 GM) at 740 and 800 nm. To efficiently synthesize these complex PPGs, stepeconomic domino reactions were used. Moreover, those new coumarinyl PPGs display unique bathochromic shifts (≤100 nm) of the uncaging sub-products as a result of the formation of a more conjugated fulvene moiety.
The use of photolabile protecting groups (PPGs) has been growing in emphasis for decades, and they nowadays enable cutting-edge results in numerous fields ranging from organic synthesis to neurosciences. PPGs...
The use of caged compounds, defined as photolabile precursors of biological effectors, have proven to be attractive in various fields of biology. Photolytical reactions have been widely used to allow a rapid and efficient concentration jump of various biological effectors within organized biological systems. During the last two decades, the challenge was to overcome the difficulty that only high energy UV light was used to induce photochemical reactions on photoremovable protecting groups (PPGs). Infrared-sensitive PPGs should be able to improve in vivo applications of caged compounds. The present review is focused on recent strategies enabling the use of excitation wavelength inside the photo-therapeutical window (600-1000 nm) to efficiently and specifically cleave a chemical bond.
Photolytic reactions allow the optical control of the liberation of biological effectors by photolabile protecting groups. The development of versatile technologies enabling the use of deep-
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