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(±)9-HODE

Item № 38400
CAS № 98524-19-7
Purity ≥98%
product image
                (CAS 98524-19-7)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     100 µg $125.00 0.00
     500 µg $469.00 0.00
     1 mg $875.00 0.00

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

Description

(±)9-HODE is one of the two racemic monohydroxy fatty acids resulting from the non-enzymatic oxidation of linoleic acid. Approximately equal proportions of both isomers are found in mitochondrial and plasma membranes of rabbit reticulocytes.1,2 Oxidized LDL contains significant amounts of esterified 9- and 13-HpODEs and HODEs.3,4

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Technical Information
Formal Name
(±)-9-hydroxy-10E,12Z-octadecadienoic acid
CAS Number
98524-19-7
Molecular Formula
C18H32O3
Formula Weight
296.5
Purity
≥98%
Formulation
A solution in ethanol
λmax
234 nm
SMILES
CCCCC/C=C\C=C/C(O)CCCCCCCC(=O)O
InChI Code
InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+
InChI Key
NPDSHTNEKLQQIJ-ZJHFMPGASA-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
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Additional Information

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References & Product Citations
Product Description References

1. Kühn, H., Belkner, J., and Wiesner, R. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes Eur. J. Biochem. 191(1), 221-227 (1990).

2. Kühn, H., Belkner, J., and Wiesner, R. Metabolism of polyenoic fatty acids by rabbit reticulocytes. Intracellular action of the erythroid lipoxygenase on membrane lipids Biomedica Biochimica Acta 49, S25-S30 (1990).

3. Folcik, V.A., and Cathcart, M.K. Predominance of esterified hydroperoxy-linoleic acid in human monocyte-oxidized LDL Journal of Lipid Research 35, 1570-1582 (1994).

4. Ku, G., Thomas, C.E., Akeson, A.L., et al. Induction of interleukin 1β expression from human peripheral blood monocyte-derived macrophages by 9-hydroxyoctadecadienoic acid J. Biol. Chem. 267(20), 14183-14188 (1992).

Product Citations

Lahvic, J.L., Ammerman, M., Li, P., et al. Specific oxylipins enhance vertebrate hematopoiesis via the receptor GPR132 PNAS 115(37), 9252-9257 (2018).

Morgan, A.H., Hammond, V.J., Morgan, L., et al. Quantitative assays for esterified oxylipins generated by immune cells Nat. Protoc. 5(12), 1919-1931 (2010).

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