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Cat. Number
652335391627498
Chemical Name
(±)12(13)-EpOME-d4
References
Synonyms
  • iso-Leukotoxin-d4
  • 12,13-EODE-d4
Formal Name (±)12(13)epoxy-​9Z-​octadecenoic-​9,​10,​12,​13-​d4 acid
Molecular Formula C18H28D4O3
Formula Weight 300.5
Formulation A solution in methyl acetate
Purity ≥99% deuterated product
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES CCCCC[C@@H]​1([2H]​)​O[C@@H]​1([2H]​)​CC(=C([2H]​)​/CCCCCCCC(=O)​O)​[2H]​

Background Reading

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).

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

Size Global Purchasing
25 µg  
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250 µg  

Description

(±)12(13)-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). (±)12(13)-EpOME is the 12,13-cis epoxide of linoleic acid, generated by neutrophils during the oxidative burst.1 The toxicity and biosynthesis of (±)12(13)-EpOME have not been well differentiated from (±)12(13)-EpOME, but have been presumed to be essentially the same.2 (±)9(10)-EpOME is 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

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).

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