A C-11 double bond isomer of LTD4
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11-trans Leukotriene D4

Item No. 20330

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-6R-(S-cysteinylglycinyl)-7E,9E,11E,14Z-eicosatetraenoic acid
CAS Number
79768-40-4
Synonyms
  • 11-trans LTD4
Molecular Formula
C25H40N2O6S
Formula Weight
496.7
Purity
≥97%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 0.1 mg/ml
λmax
278 nm
SMILES
CCCCC/C=C\C/C=C/C=C/C=C/[C@@H](SC[C@H](N)C(NCC(O)=O)=O)[C@@H](O)CCCC(O)=O
InChi Code
InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9+,12-11+,16-13+/t20?,21-,22+/m0/s1
InChi Key
YEESKJGWJFYOOK-XILINCIBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $182

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    100 µg

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    Product Description

    11-trans Leukotriene D4 (11-trans LTD4) is a C-11 double bond isomer of LTD4. LTD4 undergoes slow temperature-dependent isomerization to 11-trans LTD4 during storage. 11-trans LTD4 retains about 10-25 % of the potency for contraction of guinea pig ileum, trachea and parenchyma compared to LTD4.1,2 It exhibits an ED50 ranging between 12-60 nM for contraction of guinea pig trachea.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Baker, S.R., Boot, J.R., Jamieson, W.B., et al. The comparative in vitro pharmacology of leukotriene D4 and its isomers. Biochem. Biophys. Res. Commun. 103(4), 1258-1264 (1981).

    2. Tsai, B.S., Bernstein, P., Macia, R.A., et al. Comparative potency and pharmacology of isomers of leukotriene D4 on guinea-pig trachea: Requirement for a 5(S)6(R) configuration. Prostaglandins 23(4), 489-506 (1982).

    3. Krell, R.D., Osborn, R., Falcone, K., et al. Contraction of isolated airway smooth muscle by synthetic leukotrienes C4 and D4. Prostaglandins 22(3), 387-409 (1981).

    Product Citations

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).