Alkyne-oleic acid

Chemical name: (9Z)-Octadec-9-en-17-ynoic acid, Alkyne-(9Z)-octadecynoic acid // Synonyms: (Z)-octadec-9-en-17-ynoic acid

  • Product code:RL-3900
  • CAS No.:151333-45-8
  • Formula:C18H30O2
  • Molecular weight:278.44 g/mol

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description

This alkyne-functionalized fatty acid is suitable for further conjugation via Click chemistry. Thus, based on the labeling, it allows tracing of fatty acid metabolism in virtually any biological system.


references

References:

Tracing Fatty Acid Metabolism by Click Chemistry; C. Thiele, C. Papan, D. Hoelper, K. Kuserow, A. Gaebler, M. Schoene, K. Piotrowitz, D. Lohmann, J. Spandl, A. Stevanovic, A. Shevchenko, L. Kuerschner; ACS Chem. Biol. 2012; 7(12): 2004-2011. https://doi.org/10.1021/cb300414v.   

Lipid analysis using click chemistry with alkyne-modified lipid and azido-modified coumarin compounds, and their synthesis; C. Thiele; WO2014001527 A2.

Alkyne lipids as substrates for click chemistry-based in vitro enzymatic assays; A. Gaebler, R. Milan, L. Straub, D. Hoelper, L. Kuerschner, C. Thiele; J. Lipid Res. 2013; 54(8): 2282-2290. https://doi.org/10.1194/jlr.D038653.

Probing lipid-protein adduction with alkynyl surrogates: application to Smith-Lemli-Opitz syndrome; K. Windsor, T. C. Genaro-Mattos, H.-Y. H. Kim, W. Liu, K. A. Tallman, S. Miyamoto, Z. Korade, N. A. Porter; J. Lipid Res. 2013; 54(10): 2842-2850. https://doi.org/10.1194/jlr.M041061.

A global map of lipid-binding proteins and their ligandability in cells; M. J. Niphakis, K. M. Lum, A. B. Cognetta 3rd, B. E. Correia, T.A. Ichu, J. Olucha, S. J. Brown, S. Kundu, F Piscitelli, H. Rosen, B. F. Cravatt; Cell 2015; 161(7): 1668-1680. https://doi.org/10.1016/j.cell.2015.05.045.

Molecular Phylogenies indicate a Paleo-Tibetan Origin of Himalayan Lazy Toads (Scutiger); S. Homann, M. Stöck, Y. Zheng, F. G. Ficetola, J.-T. Li, U. Scheidt, J. Schmidt; Sci. Rep. 2017; 7: 3308.


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