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Eicosatetraynoic acid

Eicosatetraynoic acid (ETYA) is a non-metabolizable analog of Arachidonic acid and also an inhibitor of the lipoxygenase (LOX)/cyclooxygenase (COX) pathway (ID50= 8 μM and 4 μM). Eicosatetraynoic acid acts as a suicide substrate to inhibit the production of inflammatory mediators such as leukotrienes and prostaglandins. Eicosatetraynoic acid acts directly on cell membranes and membrane proteins to exert a wide range of effects, including blocking potassium channels, increasing cell membrane fluidity, elevating intracellular calcium levels, inhibiting DNA synthesis in tumor cells, inducing differentiation of certain cells, and specifically inhibiting the assembly and replication of orthopoxviruses. Eicosatetraynoic acid alleviates acute lung injury induced by chemicals such as phosgene.

Cat. No.: EX-A11145    Purity: >98%
Chemical
Chemical structure of Eicosatetraynoic acid


For research only, Do not use for Human!

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SynonymsETYA
CAS No.1191-85-1
Purity>98%
FormulaC20H24O2
Mol Weight296.4034
ColorLight yellow to brown
Statesolid
SolubilityDMSO : 2 mg/mL Ethanol : < 1 mg/mL
Shelf Life>3 years if stored properly
StoragePowder -20°C, 3 years; The compound is unstable in solutions, freshly prepared is recommended.
ShippingShipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
 
 
Reference:  

[1]. Sciuto AM, et al. Posttreatment with ETYA protects against phosgene-induced lung injury by amplifying the glutathione to lipid peroxidation ratio. Inhal Toxicol. 2000;12(4):347-356.

[2]. Anderson KM, et al. ETYA, a pleotropic membrane-active arachidonic acid analogue affects multiple signal transduction pathways in cultured transformed mammalian cells. Clin Biochem. 1992;25(1):1-9.

[3]. Hammarström S. Selective inhibition of platelet n-8 lipoxygenase by 5,8,11-eicosatriynoic acid. Biochim Biophys Acta. 1977 Jun 22;487(3):517-9.

[4]. Palumbo GJ, et al. Inhibitors of the lipoxygenase pathway specifically block orthopoxvirus replication. Virology. 1991;180(1):457-463.

[5]. Kehl SJ, et al. Eicosatetraynoic acid (ETYA), a non-metabolizable analogue of arachidonic acid, blocks the fast-inactivating potassium current of rat pituitary melanotrophs. Can J Physiol Pharmacol. 2001;79(4):338-345.

CoACoA of Eicosatetraynoic acid
Smiles:CCCCCC#CCC#CCC#CCC#CCCCC(O)=O

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