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avanti polar lipids/Palmitic acid (15-yne)/1mg/900400P-1mg

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    • 900400 | Palmitic acid (15-yne)

      15-hexadecynoic acid

      Palmitic acid (15-yne)
      Info

      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).

      Data
      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
      FormulaWeight
      252.392
      Exact Mass
      252.209
      Synonyms
      aPA
      Downloads
      • ChemDraw File
      • 3D Structure
      • Structure
      • Safety Data Sheet
      References

      Ticho AL, Malhotra P, Manzella CR, Dudeja PK, Saksena S, Gill RK, Alrefai WA. S-Acylation modulates the function of the apical sodium-dependent bile acid transporter in human cells. J Biol Chem. 2020 Feb 18:jbc.RA119.011032. doi: 10.1074/jbc.RA119.011032. Epub ahead of print. PMID: 32071081.

      PubMed ID: 32071081

      Tallman KA, Armstrong MD, Milne SB, Marnett LJ, Brown HA, Porter NA. Cobalt carbonyl complexes as probes for alkyne-tagged lipids. J Lipid Res. 2013 Mar;54(3):859-68. doi: 10.1194/jlr.D033332. Epub 2013 Jan 10. PMID: 23307946; PMCID: PMC3617960.

      PubMed ID: 23307946

      Milne SB, Tallman KA, Serwa R, Rouzer CA, Armstrong MD, Marnett LJ, Lukehart CM, Porter NA, Brown HA. Capture and release of alkyne-derivatized glycerophospholipids using cobalt chemistry. Nat Chem Biol. 2010 Mar;6(3):205-207. doi: 10.1038/nchembio.311. Epub 2010 Jan 24. PMID: 20098428; PMCID: PMC2822082.

      PubMed ID: 20098428

      Jiang H, Khan S, Wang Y, Charron G, He B, Sebastian C, Du J, Kim R, Ge E, Mostoslavsky R, Hang HC, Hao Q, Lin H. SIRT6 regulates TNF-α secretion through hydrolysis of long-chain fatty acyl lysine. Nature. 2013 Apr 4;496(7443):110-3. doi: 10.1038/nature12038. PMID: 23552949; PMCID: PMC3635073.

      PubMed ID: 23552949

      Thiele C, Papan C, Hoelper D, Kusserow K, Gaebler A, Schoene M, Piotrowitz K, Lohmann D, Spandl J, Stevanovic A, Shevchenko A, Kuerschner L. Tracing fatty acid metabolism by click chemistry. ACS Chem Biol. 2012 Dec 21;7(12):2004-11. doi: 10.1021/cb300414v. Epub 2012 Oct 2. PMID: 22999348.

      PubMed ID: 22999348

      Gao X, Arenas-Ramirez N, Scales SJ, Hannoush RN. Membrane targeting of palmitoylated Wnt and Hedgehog revealed by chemical probes. FEBS Lett. 2011 Aug 4;585(15):2501-6. doi: 10.1016/j.febslet.2011.06.033. Epub 2011 Jul 2. PMID: 21740904.

      PubMed ID: 21740904

      Yap MC, Kostiuk MA, Martin DD, Perinpanayagam MA, Hak PG, Siddam A, Majjigapu JR, Rajaiah G, Keller BO, Prescher JA, Wu P, Bertozzi CR, Falck JR, Berthiaume LG. Rapid and selective detection of fatty acylated proteins using omega-alkynyl-fatty acids and click chemistry. J Lipid Res. 2010 Jun;51(6):1566-80. doi: 10.1194/jlr.D002790. Epub 2009 Dec 21. PMID: 20028662; PMCID: PMC3035521.

      PubMed ID: 20028662

      Martin BR, Cravatt BF. Large-scale profiling of protein palmitoylation in mammalian cells. Nat Methods. 2009 Feb;6(2):135-8. doi: 10.1038/nmeth.1293. Epub 2009 Jan 11. PMID: 19137006; PMCID: PMC2775068.

      PubMed ID: 19137006
      Certificates of Analysis
      • Certificate of Analysis(Lot No. 900400P-1MG-A-010and 6377PGA010)
      • Certificate of Analysis(Lot No. 900400P-5MG-A-010and 6377PHA010)
      • Certificate of Analysis(Lot No. 900400P-1MG-B-010and 6377PGB010)
      • Certificate of Analysis(Lot No. 900400P-1MG-B-010and 6377PGB010)
      • Certificate of Analysis(Lot No. 900400P-5MG-C-010and 6377PHC010)
      • Certificate of Analysis(Lot No. 900400P-1MG-C-010and 6377PGC010)
      • Certificate of Analysis(Lot No. 900400P-5MG-D-010and 6377PHD010)
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