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8(S)-HETE

Item № 34360
CAS № 98462-03-4
Purity ≥98%
product image
                (CAS 98462-03-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     25 µg $124.00 0.00
     50 µg $223.00 0.00
     100 µg $422.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description

8(S)-HETE is a major lipoxygenase product in PMA-treated murine epidermis.1 It activates mouse keratinocyte protein kinase C with an IC50 of 100 µM.2 8(S)-HETE also activates PPARα selectively at concentrations as low as 0.3 µM.3 Stereochemical assignment of the (S) enantiomer is based on comparison of chiral HPLC retention times to published results.4

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Technical Information
Formal Name
8S-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid
CAS Number
98462-03-4
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥98%
Formulation
A solution in ethanol
λmax
237 nm
SMILES
CCCCC/C=C\C\C=C\C=C/[C@@H](O)C/C=C\CCCC(=O)O
InChI Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,14-11-,16-13+/t19-/m1/s1
InChI Key
NLUNAYAEIJYXRB-VYOQERLCSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 1 year
Downloads & Resources
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Additional Information

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References & Product Citations
Product Description References

1. Hughes, M.A., and Brash, A.R. Investigation of the mechanism of biosynthesis of 8-hydroxyeicosatetraenoic acid in mouse skin Biochimica et Biophysica Acta 1081, 347-354 (1991).

2. Lo, H.H., Bartek, G.A., and Fischer, S.M. In vitro activation of mouse skin protein kinase C by fatty acids and their hydroxylated metabolites Lipids 29, 547-553 (1994).

3. Yu, K., Bayona, W., Kallen, C.B., et al. Differential activation of peroxisome proliferator-activated receptors by eicosanoids The Journal of Biological Chemisty 270, 23975-23983 (1995).

4. Schneider, C., Yu, Z., Boeglin, W.E., et al. Enantiomeric separation of hydroxy and hydroperoxy eicosanoids by chiral column chromatography Method.Enzymol. 433, 145-157 (2015).

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