A C-11 double bond isomer of LTC4
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11-trans Leukotriene C4

Item No. 20230

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-6R-(S-glutathionyl)-7E,9E,11E,14Z-eicosatetraenoic acid
CAS Number
74841-69-3
Synonyms
  • 11-trans LTC4
Molecular Formula
C30H47N3O9S
Formula Weight
625.8
Purity
≥97%
Formulation
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
280 nm
SMILES
CCCCC/C=C\C/C=C/C=C/C=C/[C@@H](SC[C@H](NC(CC[C@H](N)C(O)=O)=O)C(NCC(O)=O)=O)[C@@H](O)CCCC(O)=O
InChi Code
InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9+,12-11+,16-13+/t22-,23-,24+,25+/m0/s1
InChi Key
GWNVDXQDILPJIG-NWPZRROFSA-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 C4 (11-trans LTC4) is a C-11 double bond isomer of LTC4. LTC4 undergoes slow temperature-dependent isomerization to 11-trans LTC4 during storage. 11-trans LTC4 is produced in smaller amounts relative to LTC4 in ionophore-stimulated HMC-1 cells (a human mast cell line) and equine eosinophils1, but not in human neutrophils or RBL-1 cells.2 It is nearly equipotent with LTC4 for contraction of guinea pig parenchymal and ileum.3,4 In a radioligand binding assay using guinea pig ileum as a cysteinyl leukotriene receptor preparation, the pKis for LTC4 and 11-trans LTC4 were determined to be 6.42 and 6.58, respectively.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jörg, A., Henderson, W.R., Murphy, R.C., et al. Leukotriene generation by eosinophils. J. Exp. Med. 155(2), 390-402 (1982).

    2. Macchia, L., Hamberg, M., Kumlin, M., et al. Arachidonic acid metabolism in the human mast cell line HMC-1: 5-lipoxygenase gene expression and biosynthesis of thromboxane. Biochim. Biophys. Acta 1257(1), 58-74 (1995).

    3. Dahlén, S.E., Hedqvist, P., and Hammarström, S. Contractile activities of several cysteine-containing leukotrienes in the guinea-pig lung strip. Eur. J. Pharmacol. 86, 207-215 (1983).

    4. Sala, A., Civelli, M., Oliva, D., et al. Contractile and binding activities of structural analogues of LTC4 in the longitudinal muscle of guinea-pig ileum. Eicosanoids 3(2), 105-110 (1990).