Department of Chemistry, New York University, New York, New York 10003, United States.
Department of Biology/Chemistry, University of Osnabrück, Osnabrück, Germany.
ACS Chem Biol. 2021 Mar 19;16(3):452-456. doi: 10.1021/acschembio.0c00823. Epub 2021 Feb 15.
We report short ceramide analogs that can be activated with light and further functionalized using azide-alkyne click chemistry. These molecules, termed , exhibit increased cell permeability compared to their long-chain analogs as demonstrated using mass spectrometry and imaging. Notably, 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.
我们报告了一些短的神经酰胺类似物,它们可以用光激活,并进一步通过叠氮-炔点击化学进行功能化。这些分子,称为 ,与长链类似物相比,表现出更高的细胞通透性,这一点通过质谱和成像得到了证实。值得注意的是, 能够实现细胞凋亡的光控,而长链变体则没有观察到这种现象。此外,它们还可以作为鞘磷脂合酶 2 (SMS2)的光开关底物,与它们的延伸类似物相比,表现出相反的光依赖性。