13390  N-methyl Leukotriene C4

N-methyl LTC4 (CAS 131391-65-6)




For active pharmaceutical ingredients (APIs) related to N-methyl Leukotriene C4, see Cayman Pharma

Produced by neutrophils, macrophages, mast cells, and by transcellular metabolism in platelets, leukotriene C4 (LTC4) is the parent cysteinyl leukotriene formed by the LTC4 synthase-catalyzed conjugation of glutathione to LTA4.1 It is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A) and exhibits potent smooth muscle contracting activity.2 LTC4, however, is rapidly metabolized to LTD4 and LTE4, which makes the characterization of LTC4 pharmacology difficult.3 N-methyl LTC4 is a synthetic analog of LTC4 that is not readily metabolized to LTD4 and LTE4.4It acts as a potent and selective CysLT2 receptor agonist exhibiting EC50 values of 122 and > 2,000 nM at the human CysLT2 and CysLT1 receptors, respectively.5 It has essentially the same potency as LTC4 at both the human and murine receptors CysLT2 receptors. N-methyl LTC4 is potent and active in vivo, causing vascular leak in mice overexpressing the human CysLT2 receptor but not in CysLT2 receptor knockout mice.5
1  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).
2  Piper, P.J. Formation and actions of leukotrienes. Physiol Rev 64 744-761 (1984).
3  Campbell, B.J., Baker, S.F., Shukla, S.D., et al. Bioconversion of leukotriene D4 by lung dipeptidase. Biochim Biophys Acta 1042 107-112 (1990).
4  Gareau, Y., Zamboni, R., and Wong, A.W. Total synthesis of N-methyl LTC4: A novel methodology for the monomethylation of amines. J Org Chem 58 1582-1585 (1993).
5  Yan, D., Stocco, R., Sawyer, N., et al. Differential signaling of cysteinyl leukotrienes and a novel cysteinyl leukotriene receptor 2 (CysLT2) agonist, N-methyl-leukotriene C4, in calcium reporter and beta arrestin assays. Mol Pharmacol (2010).

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25 µg €161.00
50 µg €306.00
100 µg €579.00
Pricing updated 2014-04-19.
Prices are subject to change without notice.