ArticleChembiochem : a European journal of chemical biology2015
Bioorthogonal probes for imaging sterols in cells.
Article in Chembiochem : a European journal of chemical biology, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed, 49 citations in OpenAlex.
- Bioorthogonal chemistry for deciphering lipid biology in living systems.RSC chemical biology · 2026Review
- Review of methods for the determination of cellular cholesterol content: principles, advantages, limitations, applications, and perspectives.Analytical sciences : the international journal of the Japan Society for Analytical Chemistry · 2025Review
- Lipid Metabolism and Immune Function: Chemical Tools for Insights into T-Cell Biology.Chembiochem : a European journal of chemical biology · 2025Review
- Synthesis and Characterization of a Novel Intrinsically Fluorescent Analog of Cholesterol with Improved Photophysical Properties.Analytical chemistry · 2024Article
- Probing Glycerolipid Metabolism using a Caged Clickable Glycerol-3-Phosphate Probe.Chembiochem : a European journal of chemical biology · 2024Article
- Super-Resolution Imaging of Clickable Lipids With Lipid Expansion Microscopy (LExM).Current protocols · 2024Article
- Synthesis of a Side Chain Alkyne Analogue of Sitosterol as a Chemical Probe for Imaging in Plant Cells.Biomolecules · 2024Article
- Plasmodesmata mediate cell-to-cell transport of brassinosteroid hormones.Nature chemical biology · 2023Article
- Lipid Expansion Microscopy.Journal of the American Chemical Society · 2022Article
- Live-Cell Imaging of Sterculic Acid-a Naturally Occurring 1,2-Cyclopropene Fatty Acid-by Bioorthogonal Reaction with Turn-On Tetrazine-Fluorophore Conjugates.Angewandte Chemie (International ed. in English) · 2022Article
- Sterolight as imaging tool to study sterol uptake, trafficking and efflux in living cells.Scientific reports · 2022Article
- Tracing Lipid Metabolism by Alkyne Lipids and Mass Spectrometry: The State of the Art.Frontiers in molecular biosciences · 2022Review
- Analysis of Protein Cholesterylation by Biorthogonal Labeling.Methods in molecular biology (Clifton, N.J.) · 2022Article
- A proteome-wide map of 20(S)-hydroxycholesterol interactors in cell membranes.Nature chemical biology · 2021Article
- Metabolic labeling of glycerophospholipids via clickable analogs derivatized at the lipid headgroup.Chemistry and physics of lipids · 2020Review
- Synthesis and characterization of diazirine alkyne probes for the study of intracellular cholesterol trafficking.Journal of lipid research · 2019Article
- Greasing the Wheels of Lipid Biology with Chemical Tools.Trends in biochemical sciences · 2018Review
- Heterocyclic sterol probes for live monitoring of sterol trafficking and lysosomal storage disorders.Scientific reports · 2018Article
- Bioorthogonal click chemistry for fluorescence imaging of choline phospholipids in plants.Plant methods · 2018Article
- A Clickable Oxysterol Photolabel Retains NMDA Receptor Activity and Accumulates in Neurons.Frontiers in neuroscience · 2018Article
Corrections and comments
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Authors and funding
6 authors at 2 institutions in 1 country.
Funding
Abstract
Cholesterol is a fundamental lipid component of eukaryotic membranes and a precursor of potent signaling molecules, such as oxysterols and steroid hormones. Cholesterol and oxysterols are also essential for Hedgehog signaling, a pathway critical in embryogenesis and cancer. Despite their importance, the use of imaging sterols in cells is currently very limited. We introduce a robust and versatile method for sterol microscopy based on C19 alkyne cholesterol and oxysterol analogues. These sterol analogues are fully functional; they rescue growth of cholesterol auxotrophic cells and faithfully recapitulate the multiple roles that sterols play in Hedgehog signal transduction. Alkyne sterol analogues incorporate efficiently into cellular membranes and can be imaged with high resolution after copper(I)-catalyzed azide-alkyne cycloaddition reaction with fluorescent azides. We demonstrate the use of alkyne sterol probes for visualizing the subcellular distribution of cholesterol and for two-color imaging of sterols and choline phospholipids. Our imaging strategy should be broadly applicable to studying the role of sterols in normal physiology and disease.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.