Arachidonic acid (20:4, n-6)

Eicosanoid precursor and second messenger



BML-FA003-0100	100 mg	78.00 USD

BML-FA003-1000	1 g	215.00 USD

Replaces Prod. #: ALX-340-004

Precursor to a large family of eicosanoids. Acts as a second messenger independent of metabolism. Retrograde messenger in long-term potentiation in the nervous system. Inhibits ras-GAP. Activator for several protein kinase C (PKC) isotypes.

Product Specification

Alternative Name:	5Z,8Z,11Z,14Z-Eicosatetraenoic acid

Formula:	C₂₀H₃₂O₂

MW:	304.5

Purity:	≥99% (GC)

Appearance:	Colorless oil.

CAS:	506-32-1

MI:	14: 765

RTECS:	CE6675000

Solubility:	100mg/ml soluble in DMSO or dimethyl formamide; soluble in 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.

Long Term Storage:	-20°C

Use/Stability:	Stable for at least 6 months after receipt when stored at -20°C. Keep aqueous solutions on ice and use within 12 hours.

Hazard:	TOXIC.

Handling:	Protect from light and oxygen.

Background / Technical Information:	Please click here for the comprehensive product data sheet.

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Product Literature References

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. 269, 4713 (1994), 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 48, 117 (1993), Abstract;

The immediate activator of the NADPH oxidase is arachidonate not phosphorylation: Henderson, et al.; Eur. J. Biochem. 211, 157 (1993), Abstract;

A unique pool of free arachidonate serves as substrate for both cyclooxygenase and lipoxygenase in platelets: F. Chevy, et al.; Lipids 26, 1080 (1991), 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 252, 576 (1991), 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;