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Eicosatetraynoic Acid Catalog No.GC12229

nonspecific inhibitor of cyclooxygenases and lipoxygenases

Size Price Stock Qty
5mg
$50.00
In stock
10mg
$97.00
In stock
25mg
$229.00
In stock
50mg
$406.00
In stock

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Sample solution is provided at 25 µL, 10mM.

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Chemical Properties

Cas No. 1191-85-1 SDF
Synonyms ETYA
Chemical Name 5,8,11,14-eicosatetraynoic acid
Canonical SMILES CCCCCCCCCCCCCCCCCCCC(=O)O
Formula C20H24O2 M.Wt 296.4
Solubility ≤10mg/ml in ethanol;100mg/ml in DMSO;100mg/ml in dimethyl formamide Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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Background

Eicosatetraynoic Acid is nonspecific inhibitor of cyclooxygenases and lipoxygenases [1].

Cyclooxygenase (COX) is the key enzyme required for the conversion of arachidonic acid to prostaglandins. Two cyclooxygenase isoforms have been identified: COX-1 and COX-2. The COX-1 enzyme is produced constitutively (i.e., gastric mucosa) and COX-2 is inducible (i.e., sites of inflammation). Cyclooxygenase has been involved in different physiological situations and disease processes ranging from inflammation to cancer [2]. Lipoxygenases belong to a family of non-heme and iron-containing enzymes and serve diverse roles as autocrine signals that regulate the function of their parent cells, paracrine signals that regulate the function of nearby cells, and endocrine signals that regulate the function of distant cells [3].

In human platelet, Eicosatetraynoic acid inhibited 12-LO and COX-1 with IC50 values of 4 μM and 8 μM, respectively [1]. Eicosatetraynoic acid acted as a PPAR ligand which activated PPARα and PPARγ chimeras at concentrations of 10 μM [4].

References:
[1] Hammarstrm S.  Selective inhibition of platelet n—8 lipoxygenase by 5, 8, 11-eicosatriynoic acid[J]. Biochimica et Biophysica Acta (BBA)-Lipids and Lipid Metabolism, 1977, 487(3): 517-519.
[2] Dubois R N, Abramson S B, Crofford L, et al.  Cyclooxygenase in biology and disease[J]. The FASEB journal, 1998, 12(12): 1063-1073.
[3] Feussner I, Wasternack C.  The lipoxygenase pathway[J]. Annual review of plant biology, 2002, 53(1): 275-297.
[4] Kliewer S A, Lenhard J M, Willson T M, et al.  A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor γ and promotes adipocyte differentiation[J]. Cell, 1995, 83(5): 813-819.