Leukotriene D4-d5

Leukotriene D₄-d₅

Cayman Chemical Item Number 10006199

LTD₄-d₅

Description

Leukotriene D₄-d₅ (LTD₄-d₅) contains five deuterium atoms at the 19, 19', 20, 20 and 20 positions. It is intended for use as an internal standard for the quantification of LTD₄ by GC- or LC-mass spectrometry. LTD₄ is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A) produced by the metabolism of LTC₄ by γ-glutamyl transpeptidase.^1,2 It is the first cysteinyl leukotriene metabolite of LTC₄. Like LTC₄, LTD₄-induced bronchoconstriction and enhanced vascular permeability contribute to the pathogenesis of asthma and acute hypersensitivity.^3,4 LTD₄ is equipotent to LTC₄ in its biological activities, except that LTD₄ is nearly 100-fold more effective in the contraction of peripheral airway smooth muscle.^5,6

1 Örning, L., Hammarström, S., and Samuelsson, B. Leukotriene D: A slow reacting substance from rat basophilic leukemia cells. Proc Natl Acad Sci USA 77 2014-2017 (1980).

2 Hammarström, S., Örning, L., and Bernström, K. Metabolism of leukotrienes. Mol Cell Biochem 69 7-16 (1985).

3 Hedqvist, P., Dahlén, S., Gustafsson, L., et al. Biological profile of leukotrienes C₄ and D₄. Acta Physiol Scand 110 331-333 (1980).

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

5 Lefer, A.M. Leukotrienes as mediators of ischemia and shock. Biochem Pharmacol 35 123-127 (1986).

6 Drazen, J.M., Austen, K.F., Lewis, R.A., et al. Comparative airway and vascular activities of leukotrienes C-1 and D in vivo and in vitro. Proc Natl Acad Sci USA 77 4354-4358 (1980).

Synonyms

LTD4-d5

Formal Name

5S-hydroxy-6R-(S-cysteinylglycinyl)-7E,9E,11Z,14Z-eicosatetraenoic-19,19,20,20,20-d5 acid

Molecular Formula

C₂₅H₃₅D₅N₂O₆S

Formula Weight

501.7

Formulation

A solution in ethanol

Purity

≥99% deuterated forms (d1-d5)

λ_max

280 nm

Stability

1 year

Storage

-80°C

Shipping

Dry ice in continental US; may vary elsewhere

SMILES

Copy SMILES to clipboard

NC(C(NCC(O)=O)=O)CS[C@@H]([C@@H](O)CCCC(O)=O)/C=C/C=C/C=C\C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H]

Background Reading

Drazen, J.M., Austen, K.F., Lewis, R.A., et al. Comparative airway and vascular activities of leukotrienes C-1 and D in vivo and in vitro. Proc Natl Acad Sci USA 77 4354-4358 (1980).

Hedqvist, P., Dahlén, S., Gustafsson, L., et al. Biological profile of leukotrienes C₄ and D₄. Acta Physiol Scand 110 331-333 (1980).

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

Hammarström, S., Örning, L., and Bernström, K. Metabolism of leukotrienes. Mol Cell Biochem 69 7-16 (1985).

Örning, L., Hammarström, S., and Samuelsson, B. Leukotriene D: A slow reacting substance from rat basophilic leukemia cells. Proc Natl Acad Sci USA 77 2014-2017 (1980).

Lefer, A.M. Leukotrienes as mediators of ischemia and shock. Biochem Pharmacol 35 123-127 (1986).

Show all 6 Hide all but first 3

Size

Price

Quantity

Subtotal

25 µg 
$229.00

$0.00

50 µg 
$435.00

$0.00

100 µg 
$824.00

$0.00

500 µg 
$3,664.00

$0.00

Bulk
Contact

Cart Total

$0.00

Other Resources

Management Team Company Profile Company History ChemAssistant Tools FAQs

Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases

Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule

Order Terms Browser Recommendation Privacy Statement Site Map

Leukotriene D₄-d₅