Schultz Constanze, Wegner Tristan, Heusel Corinna, Gallagher Tim, Zheng Yanjun, Werner Markus, Wegner Seraphine V, Meyer-Zedler Tobias, Werz Oliver, Schmitt Michael, Popp Juergen, Glorius Frank
Leibniz Institute of Photonic Technology (Leibniz-IPHT), Member of Leibniz Health Technologies, Member of the Leibniz Center for Photonics in Infection Research (LPI) Albert-Einstein-Str. 9 07745 Jena Germany
University of Münster, Institute of Organic Chemistry Corrensstraße 40 48149 Münster Germany
Chem Sci. 2024 Aug 7;15(35):14323-35. doi: 10.1039/d4sc03155e.
Cholesterol is an important lipid playing a crucial role in mediating essential cellular processes as well as maintaining the basic structural integrity of biological membranes. Given its vast biological importance, there is an unabated need for sophisticated strategies to investigate cholesterol-mediated biological processes. Raman-tagged sterol analogs offer the advantage of being visualizable without the need for a bulky dye that potentially affects natural membrane integration and cellular interactions as it is the case for many conventionally used fluorescent analogs. Herein, we report a series of alkyne-tagged imidazolium-based cholesterol analogs (CHIMs) with large Raman scattering cross-sections that readily integrate into HEK cells and primary monocyte-derived macrophages and allow (multiplexed) cellular Raman imaging. We envision Raman-tagged CHIM analogs to be a powerful platform for the investigation of cholesterol-mediated cellular processes complementary to other established methods, such as the use of fluorescent analogs.
胆固醇是一种重要的脂质，在介导基本细胞过程以及维持生物膜的基本结构完整性方面发挥着关键作用。鉴于其巨大的生物学重要性，对研究胆固醇介导的生物过程的复杂策略的需求一直未减。拉曼标记的甾醇类似物具有无需庞大染料即可可视化的优势，而许多传统使用的荧光类似物的染料可能会影响天然膜整合和细胞相互作用。在此，我们报告了一系列具有大拉曼散射截面的炔基标记的基于咪唑鎓的胆固醇类似物（CHIMs），它们易于整合到HEK细胞和原代单核细胞衍生的巨噬细胞中，并允许（多重）细胞拉曼成像。我们设想拉曼标记的CHIM类似物将成为一个强大的平台，用于研究与其他既定方法（如使用荧光类似物）互补的胆固醇介导的细胞过程。
