Leukotrienes

4'-[[(1-oxopentyl)phenylamino]methyl]-[1,1'-biphenyl]-2-carboxylic acid
Leukotriene B4 (LTB4) promotes a number of leukocyte functions including aggregation, superoxide anion production, stimulation of ion fluxes, chemokinesis and chemotaxis. Two G protein-coupled receptors, BLT1 and BLT2 mediate the actions of LTB4. This chemical is a selective, potent full agonist for BLT2 with an EC₅₀ value of 20 nM. It does not displace [3H]-LTB4 binding to BLT1 at concentrations >1 µM and activates BLT2 at significantly lower concentrations than LTB4 (EC₅₀ = 170 nM). This chemical dose dependently increases intracellular calcium stores and induces ERK phosphorylation in Chinese hamster ovary (CHO) cells expressing BLT2 with no effect on CHO cells expressing BLT1.
Katalog # CAS Nummer Summenformel Menge
sc-223675 862891-27-8 C₂₅H₂₅NO₃ 5 mg/10 mg
5-oxo-ETE
An eicosatetraenoic acid found to be a metabolite of arachidonic acid and a products of 5-lipoxygenase pathway. A strong in vitro chemoattractant for neurophils and eosinophils.
Katalog # CAS Nummer Summenformel Menge
sc-203783 106154-18-1 C₂₀H₃₀O₃ 50 µg/1 mg
6-trans-12-epi Leukotriene B4
A non-enzymatic hydrolysis product of LTA4. Originally isolated from glycogen-induced rabbit peritoneal polymorphonuclear leukocytes (PMNL). Weakly chemotactic for PMNL, with approximately 20 times less potency than LTB4, and has no effect on the aggregation response.
Katalog # CAS Nummer Summenformel Menge
sc-205159 71548-19-1 C₂₀H₃₂O₄ 25 µg/50 µg
11-trans Leukotriene C4
Also known as 11-trans LTC4, this compound is a C-11 double bond isomer of LTC4, where 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 eosinophils, but not in RBL-1 cells and human neutrophils. It is nearly equipotent with LTC4 for contraction of guinea pig parenchymal and ileum. 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.
Katalog # CAS Nummer Summenformel Menge
sc-204971 74841-69-3 C₃₀H₄₇N₃O₉S 25 µg/50 µg
11-trans Leukotriene D4
11-trans Leukotriene D4, also known as 11-trans LTD4, is a C-11 double bond isomer of LTD4, where LTD4 undergoes slow temperature-dependent isomerization to 11-trans LTD4 during storage. This compound retains about 10-25 % of the potency for contraction of guinea pig ileum, trachea and parenchyma compared to LTD4. It exhibits an ED50 ranging between 12-60 nM for contraction of guinea pig trachea.
Katalog # CAS Nummer Summenformel Menge
sc-204972 79768-40-4 C₂₅H₄₀N₂O₆S 25 µg/50 µg
11-trans Leukotriene E4
The slow isomerization of the LTE4 C-11 double bond leads to the formation of 11-trans LTE4.1 11-trans LTE4 is equipotent to LTE4 in contracting guinea pig ileum.2
Katalog # CAS Nummer Summenformel Menge
sc-204973 75715-88-7 C₂₃H₃₇NO₅S 25 µg/50 µg
12-epi Leukotriene B3
An LTB isomer which would not be formed either by known enzymatic or non-enzymatic processes. The enzymatic hydrolysis of LTA leads to LTB, which is the corresponding 5(S),12(R)-dihydroxy acid containing a 6(Z),8(E),10(E) conjugated triene. Non-enzymatic hydrolysis of LTA produces neither of the material, but instead produces both the 12(S) and 12(R) isomers of LTB in which the triene component now contains a 6-trans double bond.1 12-epi (or 12(S)) LTB isomers which contain the natural 6-cis olefin are not produced either by enzymatic or by non-enzymatic processes. Further, 3-series LTs (derived from Mead acid) are only seen in essential fatty acid deficiency.
Katalog # CAS Nummer Summenformel Menge
sc-220587 n.n. C₂₀H₃₄O₄ 25 µg/50 µg
12-epi Leukotriene B4
Leukotriene B4 (LTB4) compounds are produced by both enzymatic and non-enzymatic processes, where the products of enzymatic origin, via Leukotriene A4 (LTA4) hydrolase, are stereospecifically 12(R). Non-enzymatic hydrolysis products are racemic mixtures at C-12, but are nearly exclusive for trans at C-6. Thus, the non-enzymatic hydrolysis product of LTA4 is 6-trans-12-epi LTB4. 12-epi LTB4 is an isomer which would not be expected to occur in either non-enzymatic hydrolysis products, or in the enzymatic products of LTA4 hydrolase. Compared to LTB4, 12-epi LTB4 has significantly reduced affinity for the LTB4 receptor on human neutrophils (IC₅₀ of 7.5 mM), and on guinea pig lung membranes with a (K_i of 4.7 mM). 12-epi LTB4 is an weak agonist at both the recombinant human BLT1 and BLT2 receptors, requiring approximately 10 mM for full activation of the receptor.
Katalog # CAS Nummer Summenformel Menge
sc-204980 83709-73-3 C₂₀H₃₂O₄ 25 µg/50 µg
12-oxo Leukotriene B4
Dihydroxy fatty acid derived from arachidonic acid via the 5-LO pathway. Promotes many leukocyte functions including stimulation of ion fluxes, aggregation, superoxide anion production, enhancement of lysosomal enzyme releae, chemokinesis, and chemotaxis. 12-oxo LTB4 is an initial metabolite of LTB4 formed via the LTB4 12-hydroxydehydrogenase pathway. 12-oxo-LTB4 is about 70-fold less potent than LTB4 at stimulating Ca²⁺ mobilization in human neutrophils.4 Further, it is also significantly less potent than LTB4 at stimulating neutrophil migration.
Katalog # CAS Nummer Summenformel Menge
sc-204984 136696-10-1 C₂₀H₃₀O₄ 25 µg/100 µg
14,15-dehydro Leukotriene B4
Leukotriene B4 (LTB4) is a dihydroxy fatty acid derived from arachidonic acid through the 5-lipoxygenase pathway. It promotes a number of leukocyte functions including aggregation, stimulation of ion fluxes, enhancement of lysosomal enzyme release, superoxide anion production, chemotaxis, and chemokinesis. At least two LTB4 receptors, termed BLT1 and BLT2, have been identified. 14,15-dehydro LTB4 is a LTB4 receptor antagonist that has a better binding affinity for BLT1, demonstrating a K_i value of 27 nM, compared to BLT2, which has a K_i value of 473 nM. 14,15-dehydro LTB4 inhibits LTB4-induced release of lysozymes from rat polymorphonuclear leukoctyes with an IC₅₀ value of 1 µM.
Katalog # CAS Nummer Summenformel Menge
sc-205010 114616-11-4 C₂₀H₃₀O₄ 25 µg/50 µg
14,15-Leukotriene A4 Methyl Ester
Biosynthesis in rabbit reticulocytes1 and human leukocytes2.
Katalog # CAS Nummer Summenformel Menge
sc-220608 n.n. C₂₁H₃₂O₃ 50 µg/1 mg
14,15-Leukotriene C4
Has been shown to have a high binding affinity to glutathione transferases and be a potent eicosanoid lipid mediator.
Katalog # CAS Nummer Summenformel Menge
sc-205012 75290-60-7 C₃₀H₄₇N₃O₉S 25 µg/50 µg
14,15-Leukotriene D4
Novel leukotriene produced via the 15-LO pathway.
Katalog # CAS Nummer Summenformel Menge
sc-220609 n.n. C₂₅H₄₀N₂O₆S 50 µg
14,15-Leukotriene E₄
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-LTE4 is a metabolite of 14,15-LTC4 and 14,15-LTD4, an alternate class of LTs made by a pathway involving the dual actions of 15- and 12-LOs on arachidonic acid via 15-HpETE and 14,15-LTA4 intermediates. These metabolites are classified as eoxins because they are formed mostly by eosinophils. Mast cells and nasal polyps can synthesize 14,15-LTC4 as well, however metabolism to 14,15-LTE4 in these cells and tissue has not been documented. 14,15-LTE4 increases vascular permeability of human endothelial cell monolayers with about 10-fold less potency compared LTC4, but approximately 100-fold greater potency than histamine.
Katalog # CAS Nummer Summenformel Menge
sc-205013 1000852-57-2 C₂₃H₃₇NO₅S 25 µg/50 µg
15(S)-HETE-d8
Intended to use as an internal standard for the quantification of 15(S)-HETE by GC- or LC-MS.
Katalog # CAS Nummer Summenformel Menge
sc-205042 84807-87-4 C₂₀H₂₄D₈O₃ 25 µg/50 µg
18-carboxy dinor Leukotriene B4
18-carboxy dinor Leukotriene B4 (18-carboxy dinor LTB4) is a β-oxidation metabolite of LTB4.1 In the liver, LTB4 is rapidly metabolized to 20-carboxy LTB4, which then undergoes β-oxidation to 18-carboxy dinor LTB4.2
Katalog # CAS Nummer Summenformel Menge
sc-205066 102674-12-4 C₁₈H₂₆O₆ 25 µg/50 µg
20-trifluoro Leukotriene B4
A leukotriene B4 analog that contains equipotent chemoattractant capabilities and can resist ω-oxidation.
Katalog # CAS Nummer Summenformel Menge
sc-205105 115178-97-7 C₂₀H₂₉F₃O₄ 25 µg/50 µg
Leukotriene A4-d5 methyl ester
LTA4-d5 methyl ester contains four deuterium atoms at the 19, 19', 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of LTA4 methyl ester by GC- or LC-mass spectrometry.
Katalog # CAS Nummer Summenformel Menge
sc-221842 n.n. C₂₁H₂₇D₅O₃ 25 µg/50 µg
Leukotriene B4-3-aminopropylamide
An analog of LTB4 that exhibits potent and selective binding to the BLT1 receptor, having Ki values of 5.1 and 1,227 nM at BLT1 and BLT2, respectively.3 Its effects are mediated by two receptors, BLT1 and BLT2.1,2
Katalog # CAS Nummer Summenformel Menge
sc-205369 89596-43-0 C₂₃H₄₀N₂O₃ 25 µg/50 µg
Leukotriene B4 Ethanolamide
A theoretical 5-LO metabolite of arachidonoyl ethanolamide (AEA).
Katalog # CAS Nummer Summenformel Menge
sc-221843 n.n. C₂₂H₃₇NO₄ 25 µg/50 µg
Leukotriene B4-d4
Leukotriene B4-d4 (LTB4-d4) contains four deuterium atoms at the 6, 7, 14, and 15 positions. It is intended for use as an internal standard for the quantification of LTB4 by GC- or LC-mass spectrometry.
Katalog # CAS Nummer Summenformel Menge
sc-221844 124629-74-9 C₂₀H₂₈D₄O₄ 25 µg/50 µg
Leukotriene C4 methyl ester
LTC4 is the parent cysteinyl-leukotriene produced by the LTC4 synthase-catalyzed conjugation of glutathione to LTA4. This compound is produced by macrophages, mast cells, neutrophils and by transcellular metabolism in platelets It is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A) and exhibits potent smooth muscle contracting activity. LTC4-induced bronchoconstriction and enhanced vascular permeability contribute to the pathogenesis of asthma and acute allergic hypersensitivity. The concentration of LTC4 required to produce marked contractions of lung parenchymal strips and isolated tracheal rings is about 1 nM. It is a more lipid soluble form of LTC4 and the biological activity has not been reported.
Katalog # CAS Nummer Summenformel Menge
sc-205370 73958-10-8 C₃₁H₄₉N₃O₉S 25 µg/50 µg
Leukotriene C3
Katalog # CAS Nummer Summenformel Menge
sc-215241 77209-77-9 C₃₀H₄₉N₃O₉S 10 µg
Leukotriene C4-d5
Leukotriene C4-d5 (LTC4-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 LTC4 by GC- or LC-mass spectrometry. LTC4 is the parent cysteinyl leukotriene produced by the LTC4 synthase catalyzed conjugation of glutathione to LTA4. LTC4 is produced by neutrophils, macrophages, and mast cells, and by transcellular metabolism in platelets. It is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A) and exhibits potent smooth muscle contracting activity. LTC4-induced bronchoconstriction and enhanced vascular permeability contribute to the pathogenesis of asthma and acute allergic hypersensitivity. The concentration of LTC4 required to produce marked contractions of lung parenchymal strips and isolated tracheal rings is about 1 nM.
Katalog # CAS Nummer Summenformel Menge
sc-221845 n.n. C₃₀H₄₂D₅N₃O₉S 25 µg/50 µg
Leukotriene D4 methyl ester
Leukotriene D4 (LTD4) is one of the constituents of slow-reacting substance of anaphylaxis (SRS-A) produced by the metabolism of LTC4 by γ-glutamyl transpeptidase.
Katalog # CAS Nummer Summenformel Menge
sc-221846 n.n. C₂₆H₄₂N₂O₆S 25 µg/50 µg
Leukotriene D4-d5
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.
Katalog # CAS Nummer Summenformel Menge
sc-221847 n.n. C₂₅H₃₅D₅N₂O₆S 25 µg/50 µg
Leukotriene E4 methyl ester
LTE4 methyl ester is a more lipid soluble form of LTE4. The biological activity of LTE4 methyl ester has not been reported.
Katalog # CAS Nummer Summenformel Menge
sc-221848 89461-65-4 C₂₄H₃₉NO₅S 25 µg/50 µg
Leukotriene E4-d5
Leukotriene E4-d5 (LTE4-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 LTE4 by GC- or LC-mass spectrometry.
Katalog # CAS Nummer Summenformel Menge
sc-221849 n.n. C₂₃H₃₂D₅NO₅S 25 µg/50 µg
Leukotriene F4
Leukotriene F4 (LTF4) is a cysteinyl-leukotriene produced in vitro, but not reported to date in vivo. It is formed by the incubation of LTE4 with γ-glutamyl transpeptidase and glutathione, where it is a weak agonist in its ability to contract vascular smooth muscle. The rank order of potency of the cysteinyl-leukotrienes to contract vascular smooth muscle is LTD4 > LTC4 > LTE4 >> LTF4.
Katalog # CAS Nummer Summenformel Menge
sc-205371 83851-42-7 C₂₈H₄₄N₂O₈S 25 µg/50 µg
LTA3 (Leukotriene A3 methyl ester)
An analogue of LTA4 that lacks a C14-C15 double bond that has been observed as a potent suicide inhibitor of LTA4 hydrolase.
Katalog # CAS Nummer Summenformel Menge
sc-200490 83851-38-1 C₂₁H₃₄O₃ 50 µg/1 mg
LTA4 (Leukotriene A4 methyl ester)
Shown to act as a substrate for LTA4 hydrolase and LTC4 synthase and plays a central role in transcellular leukotriene and lipoxin biosynthesis, and to mobilize Ca2+ in human neutrophils.
Katalog # CAS Nummer Summenformel Menge
sc-201039 73466-12-3 C₂₁H₃₂O₃ 50 µg/1 mg
LTB₃ (Leukotriene B₃)
A proinflammatory agent that causes aggregation of murine polymorphonuclear leukocytes. Generated by 5-lipoxygenase from phospholipase-released arachidonic acid.
Katalog # CAS Nummer Summenformel Menge
sc-201041 88099-35-8 C₂₀H₃₄O₄ 50 µg/1 mg
LTB4 (Leukotriene B4)
A potent chemokine with roles in inflammation, immunology, the nervous system, brain and skin.
Katalog # CAS Nummer Summenformel Menge
sc-201043 71160-24-2 C₂₀H₃₂O₄ 50 µg/1 mg
LTB5 (Leukotriene B5)
Biosynthesized from eicosapentaenoic acid. Has demonstrated binding to the LTB4 receptor, but with less afinity than Leukotriene B4 (sc-201043).
Katalog # CAS Nummer Summenformel Menge
sc-201045 80445-66-5 C₂₀H₃₀O₄ 50 µg
LTC4 (Leukotriene C4)
Potent agonist for contraction of smooth muscle, induces microvascular permeability and mucus secretion in airways, and enhances growth of human airway epithelial cells.
Katalog # CAS Nummer Summenformel Menge
sc-201046 72025-60-6 C₃₀H₄₇N₃O₉S 50 µg/1 mg
LTD4 (Leukotriene D4)
A member of the leukotriene family shown to be a potent contractor of smooth muscle, that is more potent than LTE4 (sc-201050).
Katalog # CAS Nummer Summenformel Menge
sc-201048 73836-78-9 C₂₅H₄₀N₂O₆S 50 µg/1 mg
LTE₄ (Leukotriene E₄)
A potent eicosanoid lipid mediator that is generated from arachidonic acid (sc-200770) by 5-lipoxygenase. Has been found to elicit long-lasting bronchial contractions
Katalog # CAS Nummer Summenformel Menge
sc-201050 75715-89-8 C₂₃H₃₇NO₅S 50 µg/1 mg
LY223982
Leukotriene B4 is a dihydroxy fatty acid derived from the 5-lipoxygenase pathway of arachidonic acid metabolism. It is an important mediator of the inflammatory process. The benzophenone dicarboxylic acid derivative LY223982 is a potent BLT1 receptor antagonist. It inhibits the specific binding of radiolabeled-LTB4 to isolated human neutrophils with an IC₅₀ value of 13.2 nM. LY223982 inhibits the LTB4-induced aggregation of guinea pig and human neutrophils with IC₅₀ values of 74 and 100 nM, respectively. However, concentrations of LY223982 up to 10 µM do not inhibit binding of LTB4 to human BLT1 or BLT2 expressed in CHO cells.
Katalog # CAS Nummer Summenformel Menge
sc-221865 117423-74-2 C₃₀H₃₀O₇ 1 mg/5 mg
LY293111
A dihydroxy fatty acid derived from the 5-lipoxygenase pathway of arachidonic acid metabolism and is an important mediator of the inflammatory process.
Katalog # CAS Nummer Summenformel Menge
sc-221866 161172-51-6 C₃₃H₃₃FO₆ 500 µg/1 mg
N-methyl Leukotriene C4
LTC4 is the parent cysteinyl leukotriene formed by the LTC4 synthase-catalyzed conjugation of glutathione to LTA4. It is produced by neutrophils, macrophages, mast cells, and by transcellular metabolism in platelets. Is shown to be one of the primary constituents of slow-reacting substance of anaphylaxis (SRS-A) and exhibits potent smooth muscle contracting activity. LTC4 is rapidly metabolized to LTD4 and LTE4, making the characterization of LTC4 pharmacology difficult. N-methyl LTC4 is a synthetic analog of LTC4 that is not readily metabolized to LTD4 and LTE4. N-methyl LTC4 has a 30-fold reduced binding to LTC4 receptor-expressing DMSO-differentiated U937 cell membranes compared to LTC4.
Katalog # CAS Nummer Summenformel Menge
sc-205407 131391-65-6 C₃₁H₄₉N₃O₉S 25 µg/100 µg
Piriprost (potassium salt)
A structural analog of prostaglandin I2 (PGI2) with low IP receptor-mediated activity. It inhibits 5-lipoxygenase with an IC₅₀ around 100 µM, as measured by the release of 5-HETE from cultured myometrial cells. Also inhibits the release of histamine and leukotrienes from isolated porcine lung cells with an IC₅₀ of 0.11 µM, implicating its role in allergic responses and inflammation.
Katalog # CAS Nummer Summenformel Menge
sc-205440 88851-62-1 C₂₅H₃₂NO₄K 1 mg/5 mg
SC 22716
Cell-permeable leukotriene A4 (LTA4) hydrolase inhibitor which suppresses the production of LTB4. It is implicated in the pathogenesis of many diseases including inflammatory bowel disease and psoriasis.
Katalog # CAS Nummer Summenformel Menge
sc-215842 262451-89-8 C₁₈H₂₁NO 5 mg/25 mg
Zafirlukast
A potent, selective CysLT1 receptor antagonist; used from the treatment of asthma as well as for the symptoms associated with allergic rhinitis.
Katalog # CAS Nummer Summenformel Menge
sc-204942 107753-78-6 C₃₁H₃₃N₃O₆S 10 mg/100 mg