A coumarin-based reversible two-photon fluorescence probe for imaging glutathione near N-methyl-D-aspartate (NMDA) receptors.

Nahyun Kwon, Chang Su Lim, Dayoung Lee, Gyeongju Ko, Jeongsun Ha, Moonyeon Cho, K M K Swamy, Eun-Young Lee, Dong Joon Lee, Sang-Jip Nam, Xin Zhou, Hwan Myung Kim, Juyoung Yoon

Chemical communications (Cambridge, England) 2022 Mar 15

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Glutathione (GSH) is known to play a key role in the modulation of the redox environment in N-methyl-d-aspartate (NMDA) receptors. Coumarin derivative 1 bearing cyanoacrylamide and ifenprodil moieties was synthesized and reported to monitor GSH near NMDA receptors. The cyanoacrylamide moiety allows probe 1 to monitor GSH reversibly at pH 7.4 and the ifenprodil group acts as a directing group for NMDA receptors. Two-photon fluorescence microscopy allows probe 1 to successfully sense endogenous GSH in neuronal cells and hippocampal tissues with excitation at 750 nm. Furthermore, the addition of H2O2 and GSH induced a decrease and an increase in fluorescence emission. Probe 1 can serve as a potential practical imaging tool to get important information on GSH in the brain.

Citation

Nahyun Kwon, Chang Su Lim, Dayoung Lee, Gyeongju Ko, Jeongsun Ha, Moonyeon Cho, K M K Swamy, Eun-Young Lee, Dong Joon Lee, Sang-Jip Nam, Xin Zhou, Hwan Myung Kim, Juyoung Yoon. A coumarin-based reversible two-photon fluorescence probe for imaging glutathione near N-methyl-D-aspartate (NMDA) receptors. Chemical communications (Cambridge, England). 2022 Mar 15;58(22):3633-3636