Leukotriene B4-d4

Leukotriene B₄-d₄

Cayman Chemical Item Number 320110

LTB₄-d₄

Description

Leukotriene B₄-d₄ (LTB₄-d₄) contains four deuterium atoms at the 6, 7, 14, and 15 positions. It is intended for use as an internal standard for the quantification of LTB₄ by GC- or LC-mass spectrometry. LTB₄ is a dihydroxy fatty acid derived from arachidonic acid through the 5-lipoxygenase pathway.^1,2,3 It promotes a number of leukocyte functions including aggregation, stimulation of ion fluxes, enhancement of lysosomal enzyme release, superoxide anion production, chemotaxis, and chemokinesis. In subnanomolar ranges (3.9 x 10⁻¹⁰ M), LTB₄ causes chemotaxis and chemokinesis in human PMNL.⁴ At higher concentrations, (1.0 x 10⁻⁷ M), LTB₄ leads to neutrophil aggregation and degranulation as well as superoxide anion production.^4,5

1 Rådmark, O., Malmsten, C., Samuelsson, B., et al. Leukotriene A: Stereochemistry and enzymatic conversion to leukotriene B. Biochem Biophys Res Commun 92 954-961 (1980).

2 Ford-Hutchinson, A.W., Bray, M.A., Doig, M.V., et al. Leukotriene B, a potent chemokinetic and aggregating substance released from polymorphonuclear leukocytes. Nature 286 264-265 (1980).

3 McGee, J., and Fitzpatrick, F. Enzymatic hydration of leukotriene A₄. J Biol Chem 260 12832-12837 (1985).

4 Ford-Hutchinson, A.W. Leukotriene B₄ in inflammation. Crit Rev Immunol 10 1-12 (1990).

5 McMillan, R.M., and Foster, S.J. Leukotriene B₄ and inflammatory disease. Agents Actions 24 114-119 (1988).

Synonyms

LTB4-d4

Formal Name

5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraenoic-6,7,14,15-d4 acid

Molecular Formula

C₂₀H₂₈D₄O₄

Formula Weight

340.5

Formulation

A solution in acetonitrile

Purity

≥99% deuterated forms (d1-d4)

λ_max

270 nm

Stability

1 year

Storage

-20°C

Shipping

Wet ice in continental US; may vary elsewhere

SMILES

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CCCCC/C=C\C[C@@H](O)/C=C/C=C\C=C\[C@@H](O)CCCC(=O)O

Background Reading

Ford-Hutchinson, A.W., Bray, M.A., Doig, M.V., et al. Leukotriene B, a potent chemokinetic and aggregating substance released from polymorphonuclear leukocytes. Nature 286 264-265 (1980).

McMillan, R.M., and Foster, S.J. Leukotriene B₄ and inflammatory disease. Agents Actions 24 114-119 (1988).

McGee, J., and Fitzpatrick, F. Enzymatic hydration of leukotriene A₄. J Biol Chem 260 12832-12837 (1985).

Rådmark, O., Malmsten, C., Samuelsson, B., et al. Leukotriene A: Stereochemistry and enzymatic conversion to leukotriene B. Biochem Biophys Res Commun 92 954-961 (1980).

Ford-Hutchinson, A.W. Leukotriene B₄ in inflammation. Crit Rev Immunol 10 1-12 (1990).

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25 µg 
$256.00

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50 µg 
$486.00

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100 µg 
$922.00

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500 µg 
$4,096.00

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Leukotriene B₄-d₄