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Short Photoswitchable Ceramides Enable Optical Control of Apoptosis.

Johannes MorsteinMatthijs KolAlexander J E NovakSuihan FengShadi KhayyoKonstantin HinnahNasi Li-PurcellGrace PanBenjamin M WilliamsHoward RiezmanGunes Ekin Atilla-GokcumenJoost C M HolthuisDirk H Trauner
Published in: ACS chemical biology (2021)
We report short ceramide analogs that can be activated with light and further functionalized using azide-alkyne click chemistry. These molecules, termed scaCers, exhibit increased cell permeability compared to their long-chain analogs as demonstrated using mass spectrometry and imaging. Notably, scaCers enable optical control of apoptosis, which is not observed with long-chain variants. Additionally, they function as photoswitchable substrates for sphingomyelin synthase 2 (SMS2), exhibiting inverted light-dependence compared to their extended analogs.
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