Replaces Prod. #: ALX-340-004
- Essential precursor for leukotrienes, prostaglandins, and thromboxanes
- Used in cancer, cardiovascular, cell signaling, immunology, and metabolism studies amongst others
Arachidonic acid is an essential fatty acid and a precursor to a large family of eicosanoids. Arachidonic acid acts as a second messenger independent of metabolism and a retrograde messenger in long-term potentiation in the nervous system. Arachidonic acid activates several protein kinase C (PKC) isotypes and inhibits ras-GAP.
Product Details
| Alternative Name: | 5Z,8Z,11Z,14Z-Eicosatetraenoic acid |
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| Formula: | C20H32O2 |
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| MW: | 304.5 |
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| CAS: | 506-32-1 |
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| MI: | 14: 765 |
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| RTECS: | CE6675000 |
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| Purity: | ≥99% (GLC, TLC) |
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| Appearance: | Colorless oil. |
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| Solubility: | Soluble in DMF (100mg/ml), DMSO (100mg/ml), or 100% ethanol (50mg/ml). Sparingly soluble in basic aqueous buffers (1.7mg/ml). To prevent oxidation, the solvent should be purged with an inert gas. |
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| Shipping: | Ambient Temperature |
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| Long Term Storage: | -20°C |
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| Use/Stability: | Stable for 12 months after receipt when stored at -20°C. Keep aqueous solutions on ice and use within 12 hours. |
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| Handling: | Protect from light and oxygen. |
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| Regulatory Status: | RUO - Research Use Only |
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Product Literature References
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Influence of low‐dose aspirin, resistance exercise, and sex on human skeletal muscle PGE2/COX pathway activity: M. Naruse, et al.; Physiol. Rep.
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Discovery of a small-molecule protein kinase Cδ-selective activator with promising application in colon cancer therapy: C. Bessa, et al.; Cell Death Dis.
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Full Text
Selective inhibition of 12-lipoxygenase protects islets and beta cells from inflammatory cytokine-mediated beta cell dysfunction: D.A. Taylor-Fishwick, et al.; Diabetologia
58, 549 (2015),
Application(s): Cell Culture,
Abstract;
Arachidonic acid and free fatty acids as second messengers and the role of protein kinase C: W.A. Khan, et al.; Cell. Signal.
7, 171 (1995),
Abstract;
Covalent binding of arachidonate to G protein alpha subunits of human platelets: H. Hallak, et al.; J. Biol. Chem.
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Abstract;
Full Text
Arachidonic acid-induced Ca2+ release from isolated sarcoplasmic reticulum: C. Dettbarn & P. Palade; Biochem. Pharmacol.
45, 1301 (1993),
Abstract;
Nitric oxide and arachidonic acid modulation of calcium currents in postganglionic neurones of avian cultured ciliary ganglia: G. Khurana & M.R. Bennett; Br. J. Pharmacol.
109, 480 (1993),
Abstract;
Role of fatty acids in signal transduction: modulators and messengers: C. Sumida, et al.; Prostaglandins Leukot. Essent. Fatty Acids
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Abstract;
The immediate activator of the NADPH oxidase is arachidonate not phosphorylation: L.M. Henderson, et al.; Eur. J. Biochem.
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Abstract;
A unique pool of free arachidonate serves as substrate for both cyclooxygenase and lipoxygenase in platelets: F. Chevy, et al.; Lipids
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Abstract;
Arachidonic acid as a second messenger. Interactions with a GTP-binding protein of human neutrophils: S.B. Abramson, et al.; J. Immunol.
147, 231 (1991),
Abstract;
Is arachidonic acid a retrograde messenger in long-term potentiation?: M.A. Lynch, et al.; Biochem. Soc. Trans.
19, 391 (1991),
Abstract;
Regulation of Ras-GAP and the neurofibromatosis-1 gene product by eicosanoids: J.W. Han, et al.; Science
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Abstract;
Characterization of the L-arginine:nitric oxide pathway in human platelets: M.W. Radomski, et al.; Br. J. Pharmacol.
101, 325 (1990),
Abstract;
The control of free arachidonic acid levels: R.D. Burgoyne & A. Morgan; TIBS
15, 365 (1990),
Abstract;
The LDL receptor pathway delivers arachidonic acid for eicosanoid formation in cells stimulated by platelet-derived growth factor: A.J.R. Habenicht, et al.; Nature
345, 634 (1990),
Abstract;
Kinetic analysis of the Ca2+-dependent, membrane-bound, macrophage phospholipase A2 and the effects of arachidonic acid: M.D. Lister, et al.; J. Biol. Chem.
263, 7506 (1988),
Abstract;
Full Text
Handbook of Eicosanoids: A.L. Willis (ed.); CRC Press, Boca Raton (1987),
Arachidonic acid metabolism: P. Needleman, et al.; Ann. Rev. Biochem.
55, 69 (1986),
Abstract;
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