Replaces Prod. #: ALX-380-285
Analog of polyunsaturated fatty acid. Potent inhibitor of long-chain fatty acyl CoA synthetase. Selectively inhibits arachidonoyl-CoA synthetase in intact cells and the nonspecific acyl-CoA synthetase in cell sonicates IC50=3.6-8.7µM. Inhibits neutrophil functions. Blocks β-cell apoptosis induced by fatty acids (lipoapoptosis) and synthesis of triglycerides, diglycerides and cholesterol esters. Potent vasodilator.
Product Details
| Alternative Name: | 2,4,7-Undecatrienal nitrosohydrazone, 2E,4E,7E-Undecatriene-1-triazene, WS1228A |
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| Formula: | C11H17N3O |
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| MW: | 207.3 |
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| CAS: | 76896-80-5 |
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| Concentration: | 1mg/ml |
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| Purity: | ≥90% (TLC) |
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| Appearance: | Liquid. In DMSO. |
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| Solubility: | Soluble in DMSO (25mg/ml) or methanol (5mg/ml). |
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| Shipping: | Blue Ice |
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| Long Term Storage: | -20°C |
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| Use/Stability: | Stable for up to 1 year after receipt when stored at -20°C. |
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| Handling: | Protect from light. Keep under inert gas. |
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| Technical Info/Product Notes: | Note: Product is not sterile. |
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| Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Francisella tularensis Exploits AMPK Activation to Harvest Host-Derived Nutrients Liberated from Host Lipolysis: S.R. Dominguez, et al.; Infect. Immun.
90, e0015522 (2022),
Abstract;
Syntaxin 17 promotes lipid droplet formation by regulating the distribution of acyl-CoA synthetase 3: H. Kimura, et al.; J. Lipid Res.
59, 805 (2018),
Abstract;
Lipid disequilibrium disrupts ER proteostasis by impairing ERAD substrate glycan trimming and dislocation: M. To, et al.; Mol. Biol. Cell
28, 270 (2017),
Abstract;
Liver Perilipin5 expression worsens hepatosteatosis but not insulin resistance in high fat fed mice: M.B. Trevino, et al.; Mol. Endocrinol.
29, 1414 (2015),
Application(s): Cell culture,
Abstract;
Full Text
CGI-58/ABHD5 is a coenzyme A-dependent lysophosphatidic acid acyltransferase: G. Montero-Moran, et al.; J. Lipid Res.
51, 709 (2010),
Abstract;
Inhibition of long-chain acyl coenzyme A synthetases during fatty acid loading induces lipotoxicity in macrophages: V. Saraswathi & A.H. Hasty; Arterioscler. Thromb. Vasc. Biol.
29, 1937 (2009),
Abstract;
Anti-atherosclerotic activity of triacsin C, an acyl-CoA synthetase inhibitor: D. Matsuda, et al.; J. Antibiot. (Tokyo)
61, 318 (2008),
Abstract;
The effect of fatty acid-CoA ligase 4 on the growth of hepatic cancer cells: C. Hu, et al.; Cancer Biol. Ther.
7, 131 (2008),
Abstract;
ADRP/adipophilin is degraded through the proteasome-dependent pathway during regression of lipid-storing cells: Y. Masuda, et al.; J. Lipid Res.
47, 87 (2006),
Abstract;
Full Text
Triacsin C inhibits the formation of 1H NMR-visible mobile lipids and lipid bodies in HuT 78 apoptotic cells: E. Iorio, et al.; Biochim. Biophys. Acta
1634, 1 (2003),
Abstract;
Complete inhibition of mouse macrophage-derived foam cell formation by triacsin C: I. Namatame, et al.; J. Biochem.
125, 319 (1999),
Abstract;
Protection against lipoapoptosis of beta cells through leptin-dependent maintenance of Bcl-2 expression: M. Shimabukuro, et al.; PNAS
95, 9558 (1998),
Abstract;
Full Text
Triacsin C blocks de novo synthesis of glycerolipids and cholesterol esters but not recycling of fatty acid into phospholipid: evidence for functionally separate pools of acyl-CoA: R.A. Igal, et al.; Biochem. J.
324, 529 (1997),
Abstract;
Full Text
Acylglycerol recycling from triacylglycerol to phospholipid, not lipase activity, is defective in neutral lipid storage disease fibroblasts: R.A. Igal & R.A Coleman; J. Biol. Chem.
271, 16644 (1996),
Abstract;
Comparison of the reactivity of tetradecenoic acids, a triacsin, and unsaturated oximes with four purified Saccharomyces cerevisiae fatty acid activation proteins: L.J. Knoll, et al.; J. Biol. Chem.
270, 20090 (1995),
Abstract;
Long chain acyl coenzyme A and signaling in neutrophils. An inhibitor of acyl coenzyme A synthetase, triacsin C, inhibits superoxide anion generation and degranulation by human neutrophils: H.M. Korchak, et al.; J. Biol. Chem.
269, 30281 (1994),
Abstract;
The acyl-CoA synthetase inhibitor triacsin C enhanced eicosanoid release in leukocytes: S. Oh-ishi, et al.; Jpn. J. Pharmacol.
59, 417 (1992),
Abstract;
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Evidence for an essential role of long chain acyl-CoA synthetase in animal cell proliferation. Inhibition of long chain acyl-CoA synthetase by triacsins caused inhibition of Raji cell proliferation: H. Tomoda, et al.; J. Biol. Chem.
266, 4214 (1991),
Abstract;
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Triacsin C: a differential inhibitor of arachidonoyl-CoA synthetase and nonspecific long chain acyl-CoA synthetase: E.J. Hartman, et al.; Prostaglandins
37, 655 (1989),
Abstract;
