Synthesis and Cellular Labeling of Caged Phosphatidylinositol Derivatives
| العنوان: | Synthesis and Cellular Labeling of Caged Phosphatidylinositol Derivatives |
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| المؤلفون: | Sebastian Hauke, Carsten Schultz, Rainer Müller, Mevlut Citir |
| المصدر: | Chemistry (Weinheim an Der Bergstrasse, Germany) |
| بيانات النشر: | Wiley, 2019. |
| سنة النشر: | 2019 |
| مصطلحات موضوعية: | phosphates, Butyrate, Phosphatidylinositols, 010402 general chemistry, 01 natural sciences, Catalysis, chemistry.chemical_compound, Pi, Humans, crosslinking, Phosphatidylinositol, photochemistry, Staining and Labeling, 010405 organic chemistry, Communication, Cell Membrane, Organic Chemistry, General Chemistry, Communications, 0104 chemical sciences, 3. Good health, Transport protein, cellular labelling, Membrane, Microscopy, Fluorescence, chemistry, Diazirine, Lipophilicity, Click chemistry, Biophysics, Click Chemistry, HeLa Cells |
| الوصف: | 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. Important tools in cell biology: A membrane‐permeant caged phosphatidylinositol (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 (see figure). |
| تدمد: | 1521-3765 0947-6539 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::876bfa3dae4fa4004a1484154c020f92Test https://doi.org/10.1002/chem.201903704Test |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....876bfa3dae4fa4004a1484154c020f92 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213765 09476539 |
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