900400 | Palmitic acid (15-yne)

15-hexadecynoic acid


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1mg 900400P-1mg 900400P-1mg 1 x 1mg $97.00
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Palmitic acid (15-yne)

Palmitic acid (15-yne)

15-hexadecynoic acid

Alkynyl palmitic acid (aPA) is a modified palmitic acid with an ω-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’. The use of aPA in isolating palmitoylated proteins has been described (see References).
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C16H28O2
Percent Composition
C 76.14%, H 11.18%, O 12.68%
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
99208-90-9
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
252.392
Exact Mass
252.209
Synonyms
aPA
Tallman, K.A., M.D. Armstrong, S.B. Milne, L.J. Marnett, H.A. Brown, and N.A. Porter. (2013). Cobalt carbonyl complexes as probes for alkyne-tagged lipids. J Lipid Res 54:859-68. [PubMed] Milne, S.B., K.A. Tallman, R. Serwa, C.A. Rouzer, M.D. Armstrong, L.J. Marnett, C.M. Lukehart, N.A. Porter, and H.A. Brown. (2010). Capture and release of alkyne-derivatized glycerophospholipids using cobalt chemistry. Nat Chem Biol 6:205-207. [PubMed] Jiang, H., S. Khan, Y. Wang, G. Charron, B. He, C. Sebastian, J. Du, R. Kim, E. Ge, R. Mostoslavsky, H.C. Hang, Q. Hao, and H. Lin. (2013). SIRT6 regulates TNF-alpha secretion through hydrolysis of long-chain fatty acyl lysine. Nature 496:110-3. [PubMed] Thiele, C., C. Papan, D. Hoelper, K. Kusserow, A. Gaebler, M. Schoene, K. Piotrowitz, D. Lohmann, J. Spandl, A. Stevanovic, A. Shevchenko, and L. Kuerschner. (2012). Tracing fatty acid metabolism by click chemistry. ACS Chem Biol 7:2004-11. [PubMed] Gao, X., N. Arenas-Ramirez, S.J. Scales, and R.N. Hannoush. (2011). Membrane targeting of palmitoylated Wnt and Hedgehog revealed by chemical probes. FEBS Lett 585:2501-6. [PubMed] Yap, M.C., M.A. Kostiuk, D.D. Martin, M.A. Perinpanayagam, P.G. Hak, A. Siddam, J.R. Majjigapu, G. Rajaiah, B.O. Keller, J.A. Prescher, P. Wu, C.R. Bertozzi, J.R. Falck, and L.G. Berthiaume. (2010). Rapid and selective detection of fatty acylated proteins using omega-alkynyl-fatty acids and click chemistry. J Lipid Res 51:1566-80. [PubMed] Martin, B.R. and B.F. Cravatt. (2009). Large-scale profiling of protein palmitoylation in mammalian cells. Nat Methods 6:135-8. [PubMed]