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Leukotriene A4-d5 methyl ester Exclusive

Cayman Chemical Item Number 10006197

LTA4-d5 methyl ester

Leukotriene A4-d5 methyl ester

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Description

LTA4-d5 methyl ester contains four deuterium atoms at the 19, 19', 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of LTA4 methyl ester by GC- or LC-mass spectrometry. Leukotriene A4 (LTA4) is synthesized in mast cells, eosinophils, and neutrophils from arachidonic acid by 5-lipoxygenase (5-LO), which exhibits both lipoxygenase and LTA4 synthase activities.1,2 LTA4 is rapidly metabolized by LTA4 hydrolase or LTC4 synthase to LTB4 or LTC4, respectively.2 LTA4, from leukocytes, is known to undergo transcellular metabolism in platelets, erythrocytes, and endothelial cells.3 Further metabolism of LTA4 by 15-LO leads to lipoxin biosynthesis.2 LTA4 as a free acid is highly unstable. The methyl ester is stable and can be readily hydrolyzed to the free acid as needed.

1 Shimizu, T., Rådmark, O., and Samuelsson, B. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid. Proc Natl Acad Sci USA 81 689-693 (1984).

2 Samuelsson, B., Dahlén, S., Lindgren JÅ, et al. Leukotrienes and lipoxins: Structures, biosynthesis, and biological effects. Science 237 1171-1176 (1987).

3 Maclouf, J.A., and Murphy, R.C. Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4. J Biol Chem 263 174-181 (1988).

Synonyms
  • LTA4-d5 methyl ester
Formal Name 5S-​trans-​5,​6-​oxido-​7E,​9E,​11Z,​14Z-​eicosatetraenoic-​19,​19,​20,​20,​ and 20-​d5 acid,​ methyl ester
Molecular Formula C21H27D5O3
Formula Weight 337.5
Formulation A solution in hexane containing 1% triethylamine
Purity ≥99% deuterated forms (d1-d5)
λmax 279 nm
ε 49
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCCC=CC\C=C/C=C\C=C/[C@@H]​1O[C@H]​1CCCC(=O)​OC

Background Reading

Shimizu, T., Rådmark, O., and Samuelsson, B. Enzyme with dual lipoxygenase activities catalyzes leukotriene A4 synthesis from arachidonic acid. Proc Natl Acad Sci USA 81 689-693 (1984).

Samuelsson, B., Dahlén, S., Lindgren JÅ, et al. Leukotrienes and lipoxins: Structures, biosynthesis, and biological effects. Science 237 1171-1176 (1987).

Maclouf, J.A., and Murphy, R.C. Transcellular metabolism of neutrophil-derived leukotriene A4 by human platelets. A potential cellular source of leukotriene C4. J Biol Chem 263 174-181 (1988).

Size Price Quantity Subtotal
25 µg $203.00 $0.00
50 µg $386.00 $0.00
100 µg $731.00 $0.00
500 µg $3,248.00 $0.00
Bulk Contact
Cart Total $0.00

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

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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.

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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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