| Identification | Back Directory | [Name]
14,15-LEUKOTRIENE C4 | [CAS]
75290-60-7 | [Synonyms]
EXC4
EOXIN C4
14,15-LTC4
14,15-LEUKOTRIENE C4
OBQVBASHEWLKCQ-PKBWNXTMSA-N
Glycine, L-γ-glutamyl-S-[(1R,2E,4E,6Z,9Z)-13-carboxy-1-[(1S)-1-hydroxyhexyl]-2,4,6,9-tridecatetraen-1-yl]-L-cysteinyl- | [Molecular Formula]
C30H47N3O9S | [MDL Number]
MFCD00211501 | [MOL File]
75290-60-7.mol | [Molecular Weight]
625.77 |
| Hazard Information | Back Directory | [Description]
Leukotrienes (LTs) are a group of acute inflammatory mediators derived from arachidonic acid in leukocytes. The majority of these metabolites are formed through the 5-lipoxygenase (5-LO) pathway. 14,15-LTC4 is a member of an alternate class of LTs synthesized by a pathway involving the dual actions of 15- and 12-LOs on arachidonic acid via 15-HpETE and 14,15-LTA4 intermediates. 14,15-LTC4 is classified as an eoxin, because it is formed mostly by eosinophils. However, mast cells and nasal polyps can synthesize 14,15-LTC4 as well. Little is known about the physiological actions of 14,15-LTC4. It has weak contractile activity on both guinea pig ileum and pulmonary parenchyma in contrast to the effects of 5-LO-derived LTs. However, in an in vitro permeability assay, 14,15-LTC4 can increase vascular permeability of human endothelial cell monolayers, with similar potency to that of 5-LO-derived LTs resulting in plasma leakage - a hallmark of inflammation. | [Uses]
14,15-Leukotriene C4 is an acute inflammatory mediator. | [storage]
Store at -20°C | [References]
[1] M LUO T G B S Lee. Leukotriene synthesis by epithelial cells.[J]. Histology and histopathology, 2003, 18 2: 587-595. DOI: 10.14670/hh-18.587
[2] C. YOKOYAMA. Arachidonate 12-lipoxygenase purified from porcine leukocytes by immunoaffinity chromatography and its reactivity with hydroperoxyeicosatetraenoic acids.[J]. The Journal of Biological Chemistry, 1986, 61 1: 16714-16721. DOI: 10.1016/s0021-9258(18)66623-2
[3] R. BRYANT. Leukotriene formation by a purified reticulocyte lipoxygenase enzyme. Conversion of arachidonic acid and 15-hydroperoxyeicosatetraenoic acid to 14, 15-leukotriene A4.[J]. The Journal of Biological Chemistry, 1985, 43 1: 3548-3555. DOI: 10.1016/s0021-9258(19)83657-8
[4] STINA FELTENMARK. Eoxins are proinflammatory arachidonic acid metabolites produced via the 15-lipoxygenase-1 pathway in human eosinophils and mast cells.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2008: 680-685. DOI: 10.1073/pnas.0710127105
[5] SAILESH S. Sheep Uterus Dual Lipoxygenase in the Synthesis of 14,15-Leukotrienes[J]. Archives of biochemistry and biophysics, 1994, 315 2: Pages 362-368. DOI: 10.1006/abbi.1994.1512
[6] J M DRAZEN. Contractile activities of structural analogs of leukotrienes C and D: necessity of a hydrophobic region.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1981, 78 5: 3195-3198. DOI: 10.1073/pnas.78.5.3195
[7] A SALA. Contractile and binding activities of structural analogues of LTC4 in the longitudinal muscle of guinea-pig ileum.[J]. Eicosanoids, 1990, 3 2: 105-110.
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