ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Synthesis and Cellular Labeling of Caged Phosphatidylinositol Derivatives.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Bioorthogonal chemistry for deciphering lipid biology in living systems.RSC chemical biology · 2026Review
- Emerging Approaches for Studying Lipid Dynamics, Metabolism, and Interactions in Cells.Annual review of biochemistry · 2025Review
- Synthetic Lipid Biology.Chemical reviews · 2025Review
- Trifunctional Sphinganine: A New Tool to Dissect Sphingolipid Function.ACS chemical biology · 2024Article
- Chemical Approaches for Measuring and Manipulating Lipids at the Organelle Level.Cold Spring Harbor perspectives in biology · 2023Review
- Chemical Tools for Lipid Cell Biology.Accounts of chemical research · 2023Article
- Photoreactive bioorthogonal lipid probes and their applications in mammalian biology.RSC chemical biology · 2023Article
- "Flash & Click": Multifunctionalized Lipid Derivatives as Tools To Study Viral Infections.Journal of the American Chemical Society · 2022Review
- Caged lipids for subcellular manipulation.Current opinion in chemical biology · 2021Review
- Monitoring the cellular metabolism of a membrane-permeant photo-caged phosphatidylinositol 3,4,5-trisphosphate derivative.Chemistry and physics of lipids · 2021Article
- Synthesis and Cellular Labeling of Multifunctional Phosphatidylinositol Bis- and Trisphosphate Derivatives.Angewandte Chemie (International ed. in English) · 2021Article
- Glycolysis regulates Hedgehog signalling via the plasma membrane potential.The EMBO journal · 2020Article
- Recent Advances in Chemical Biology Using Benzophenones and Diazirines as Radical Precursors.Molecules (Basel, Switzerland) · 2020Review
- ACLY is the novel signaling target of PIPHeliyon · 2020Article
- Synthesis and Cellular Labeling of Caged Phosphatidylinositol Derivatives.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Phosphatidylinositol (PI) is the biosynthetic precursor for seven phosphoinositides, important signaling lipids in cells. A membrane-permeant caged PI derivative featuring a photo-removable coumarinyl group masking the negative charge of the phosphate, as well as two enzymatically removable butyrate esters for increased lipophilicity and for preventing phosphate migration, were synthesized. Rapid cell entry and cellular labeling in fixed cells was demonstrated by a photo-cross-linkable diazirine followed by attachment of a fluorophore through click chemistry. Using this technique, we found that the multifunctional caged PI derivative resided predominantly at internal membranes but rapidly changed to the plasma membrane after uncaging. Accordingly, a preliminary proteomic analysis of the lipid-protein conjugates revealed that the two major PI transport proteins PITPα and β were prime targets of the photo-cross-linked PI derivative.
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