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Photo-Click-Palmitic acid
Chemical name: 11-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)undecanoic acid // Synonyms: 12-Diazirinhexadec-15-yneoic acid
- Product code:RL-3720
- CAS No.:2988174-40-7
- Formula:C16H26N2O2
- Storage temperature:-20°C
- Molecular weight:278.40 g/mol
from €550.00
description
Trifunctional, long and fatty acid like cross-linker suitable for the conjugation of nucleophiles, like amines, with azides or any other functional groups for click chemistry. This linker bears an additional diazirin ring, which will dismiss N2 under illumination with UV light. The remaining carbene will undergo spontaneous insertion and addition reaction with any neighboring molecule and irreversibly form a covalent bond. Thus, click reaction should be performed prior to UV illumination. Photoaffinity labeling has been used as powerful tool for the identification of ligand-protein and protein-protein interactions.
Protect from sunlight.
references
Cross-linking chemistry and biology: development of multifunctional photoaffinity probes. T. Tomohiro, M. Hashimoto, Y. Hatanaka; Chem. Record 2005; 5(6): 385-395. https://doi.org/10.1002/tcr.20058.
Recent Progress in Diazirine-Based Photoaffinity Labeling. M. Hashimoto, Y. Hatanaka; Eur. J. Org. Chem. 2008; 15: 2513-2523. https://doi.org/10.1002/ejoc.200701069.
Bifunctional Fatty Acid Chemical Reporter for Analyzing S-Palmitoylated Membrane Protein-Protein Interactions in Mammalian Cells; T. Peng, H. C. Hang; J. Am. Chem. Soc. 2015; 137(2): 556-559. https://doi.org/10.1021/ja502109n.
Exploring the Binding Proteins of Glycolipids with Bifunctional Chemical Probes; X. Liiu, T. Dong, Y. Zhou, N. Huang, X. Lei; Angew. Chem. Int. Ed. 2016; 55(46): 14330-14334. https://doi.org/10.1002/anie.201608827.
Trifunctional lipid probes for comprehensive studies of single lipid species in living cells; D. Höglinger, A. Nadler, P. Haberkant, J. Kirkpatrick, M. Schifferer, F. Stein, S. Hauke, F. D. Porter, C. Schultz; PNAS 2017; 114(7): 1566-1571. https://doi.org/10.1073/pnas.1611096114.
In Vivo Profiling and Visualization of Cellular Protein-Lipid Interactions Using Bifunctional Fatty Acids; P. Haberkant, R. Raijmakers, M. Wildwater, T. Sachsenheimer, B. Brügger, K. Maeda, M. Houweling, A.-C. Gavin, C. Schultz, G. van Meer, A. J. R. Heck, J. C. M. Holthuis; Angew. Chem. Int. Ed. 2013; 52(14): 4033-4038. https://doi.org/10.1002/anie.201210178.
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Prices and product availability are subject to change and require reconfirmation. Please contact us for further information.
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