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9(10)-EpOME-d4

Cayman Chemical Item Number 10009995

Leukotoxin-d4; 9,10-EODE-d4

9(10)-EpOME-d4

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Description

9,10-EpOME-d4 contains four deuterium atoms at the 9, 10, 12, and 13 positions. It is intended for use as an internal standard for the quantification of latanoprost by GC- or LC-mass spectrometry (MS). 9(10)-EpOME is the 9,10-cis epoxide of linoleic acid, generated by neutrophils during the oxidative burst.1 It has been recovered from the lungs of hyperoxic rats and from humans with acute respiratory distress syndrome.2 Mitochondrial dysfunction is the main feature of 9(10)-EpOME cytotoxicity, which may be due to the diol metabolites as well as the parent epoxide.3,4

1 Hayakawa, M., Sugiyama, S., Takamura, T., et al. Neutrophils biosynthesize leukotoxin, 9,10-epoxy-12-octadecenoate. Biochem Biophys Res Commun 137 424-430 (1986).

2 Ozawa, T., Hayakawa, M., Takamura, T., et al. Biosynthesis of leukotoxin, 9,10-epoxy-12 octadecenoate, by leukocytes in lung lavages of rat after exposure to hyperoxia. Biochem Biophys Res Commun 134 1071-1078 (1986).

3 Kosaka, K., Suzuki, K., Hayakawa, M., et al. Leukotoxin, a linoleate epoxide: Its implication in the late death of patients with extensive burns. Mol Cell Biochem 139 141-148 (1994).

4 Moran, J.H., Weise, R., Schnellmann, R.G., et al. Cytotoxicity of linoleic acid diols to renal proximal tubular cells. Toxicol Appl Pharmacol 146 53-59 (1997).

Synonyms
  • Leukotoxin-d4
  • 9,10-EODE-d4
Formal Name (±)9(10)epoxy-​12Z-​octadecenoic 9,​10,​12,​13-​d4 acid
Molecular Formula C18H28D4O3
Formula Weight 300.5
Formulation A solution in methyl acetate
Purity ≥99% deuterated forms (d1-d4)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC\C(=C(\[2H]​)​/C[C@@H]​1([2H]​)​O[C@@H]​1([2H]​)​CCCCCCCC(=O)​O)​\[2H]​

Background Reading

Kosaka, K., Suzuki, K., Hayakawa, M., et al. Leukotoxin, a linoleate epoxide: Its implication in the late death of patients with extensive burns. Mol Cell Biochem 139 141-148 (1994).

Hayakawa, M., Sugiyama, S., Takamura, T., et al. Neutrophils biosynthesize leukotoxin, 9,10-epoxy-12-octadecenoate. Biochem Biophys Res Commun 137 424-430 (1986).

Ozawa, T., Hayakawa, M., Takamura, T., et al. Biosynthesis of leukotoxin, 9,10-epoxy-12 octadecenoate, by leukocytes in lung lavages of rat after exposure to hyperoxia. Biochem Biophys Res Commun 134 1071-1078 (1986).

Moran, J.H., Weise, R., Schnellmann, R.G., et al. Cytotoxicity of linoleic acid diols to renal proximal tubular cells. Toxicol Appl Pharmacol 146 53-59 (1997).

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Size Price Quantity Subtotal
25 µg $90.00 $0.00
50 µg $171.00 $0.00
100 µg $324.00 $0.00
250 mg $720.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

12(13)-EpOME
12(13)-EpOME-d4
9(10)-EpOME

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FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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