Short Photoswitchable Ceramides Enable Optical Control of Apoptosis

Article Article scientifique Lettre Short Photoswitchable Ceramides Enable Optical Control of Apoptosis eng 2021-02-15 2021-03-19 author Morstein Johannes 0000-0002-6940-288X Department of Chemistry, New York University, New York, New York 10003, United States. author Kol Matthijs Department of Biology/Chemistry, University of Osnabrück, Osnabrück, Germany. author Novak Alexander J E Department of Chemistry, New York University, New York, New York 10003, United States. author Feng Suihan Department of Biochemistry, University of Geneva, Geneva, Switzerland.,National Centre of Competence in Research (NCCR) in Chemical Biology, University of Geneva, Geneva, Switzerland. 833791 author Khayyo Shadi Department of Chemistry, University of Buffalo, The State University of New York (SUNY), Buffalo, New York, United States. author Hinnah Konstantin Department of Chemistry, New York University, New York, New York 10003, United States. author Li-Purcell Nasi Department of Chemistry, University of Buffalo, The State University of New York (SUNY), Buffalo, New York, United States. author Pan Grace Department of Chemistry, New York University, New York, New York 10003, United States. author Williams Benjamin Department of Chemistry and Center for Integrated Protein Science, Ludwig Maximilians University Munich, 81377 Munich, Germany. 810920 author Riezman Howard 0000-0003-4680-9422 Department of Biochemistry, University of Geneva, Geneva, Switzerland.,National Centre of Competence in Research (NCCR) in Chemical Biology, University of Geneva, Geneva, Switzerland. 134430 Département de biochimie (CHIBI) author Atilla-Gokcumen G Ekin 0000-0002-7132-3873 Department of Chemistry, University of Buffalo, The State University of New York (SUNY), Buffalo, New York, United States. author Holthuis Joost C M Department of Biology/Chemistry, University of Osnabrück, Osnabrück, Germany. author Trauner Dirk 0000-0002-6782-6056 Department of Chemistry, New York University, New York, New York 10003, United States. 452-456 10.1021/acschembio.0c00823 33586946 1554-8929 https://pubs.acs.org/doi/10.1021/acschembio.0c00823 We report short ceramide analogs that can be activated with light and further functionalized using azide-alkyne click chemistry. These molecules, termed <b>scaCers</b> , exhibit increased cell permeability compared to their long-chain analogs as demonstrated using mass spectrometry and imaging. Notably, <b>scaCers</b> 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. Dewey 540 Division of Molecular and Cellular Biosciences MCB1817468 Deutscher Akademischer Austauschdienst Deutsche Forschungsgemeinschaft HO3539/1-1 National Institutes of Health Lipid-based Cancer Therapeutics 1F99CA253758-01 US 39 Département de biochimie 144 false ACS chemical biology 16 3 7f0ecf3d-391c-4419-b6bb-87649129f844 Article (Published version) Restricted short-photoswitchable.pdf 3622740 application/pdf 3482813aed0fbb403b132dbd663ada3f702c1c4645b3de710da45c0b58feb570 Vignette Public images_medium_cb0c00823_0005.gif 53336 image/png restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de biochimie

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Short Photoswitchable Ceramides Enable Optical Control of Apoptosis	ACS chemical biology			2021	9	0

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Williams, Benjamin