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Leukotrienes

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NOMBRE DEL PRODUCTO NÚMERO DE CATÁLOGODESCRIPCIÓNMENCIONESCLASIFICACIÓN
4'-[[(1-oxopentyl)phenylamino]methyl]-[1,1'-biphenyl]-2-carboxylic acidsc-223675Leukotriene 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. NÚMERO DE CAS 862891-27-8

5(S),12(R)-DiHETE(6-trans-LTB4) sc-200423Biosynthesis via nonenzymatic and enzymatic hydrolysis of LTA4 and by myeloperoxidase-dependent metabolism of cysteinyl leukotrienes. NÚMERO DE CAS 71652-82-9

5(S)-HpEPEsc-2210745(S)-HpEPE is a monohydroperoxy polyunsaturated fatty acid produced by the action of 5-LO on EPA.

Leukotriene B4-dimethyl Amidesc-200702Leukotriene B4-dimethyl Amide is an inhibitor of P2Y7. NÚMERO DE CAS 83024-92-4

6-trans-12-epi Leukotriene B4sc-205159A 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. NÚMERO DE CAS 71548-19-1

20-COOH-LTB4sc-201540A metabolite of LTB4 in neutrophils. Shown to be a substrate for β-oxidation pathways found in peroxisomes and mitochondria. NÚMERO DE CAS 80434-82-8

20-OH-LTB4 sc-200959Primary LTB4 metabolite produced by omega oxidation in PMNL retaining some chemotactic activity. Omega oxidation is blocked by 17-ODYA. Supplied at 50 µg/ml in ethanol. NÚMERO DE CAS 79516-82-8

11-trans Leukotriene C4sc-204971Also 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. NÚMERO DE CAS 74841-69-3

15(S)-HPETE sc-20096615(S)-HPETE inhibits PGI2 synthase (prostacyclin synthase) and arachidonic acid induced platelet aggregation. NÚMERO DE CAS 70981-96-3

11-trans Leukotriene D4sc-20497211-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. NÚMERO DE CAS 79768-40-4

11-trans Leukotriene E4sc-204973The 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 NÚMERO DE CAS 75715-88-7

12-epi Leukotriene B3sc-220587An 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.

12-epi Leukotriene B4sc-204980Leukotriene 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 (Ki 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. NÚMERO DE CAS 83709-73-3

12-oxo Leukotriene B4sc-204984Dihydroxy 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. NÚMERO DE CAS 136696-10-1

14,15-dehydro Leukotriene B4sc-205010Leukotriene 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 Ki value of 27 nM, compared to BLT2, which has a Ki 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. NÚMERO DE CAS 114616-11-4

14,15-Leukotriene A4 Methyl Estersc-22060814,15-Leukotriene A4 Methyl Ester is involved with biosynthesis in rabbit reticulocytes and human leukocytes.

14,15-Leukotriene C4sc-205012Has been shown to have a high binding affinity to glutathione transferases and be a potent eicosanoid lipid mediator. NÚMERO DE CAS 75290-60-7

5(S),6(R)-DiHETE sc-2004215(S),6(R)-DiHETE is an enzymatic metabolite of leukotriene A4 that functions as a CysLT1 Receptor (LTD4 (sc-201048) receptor) agonist. NÚMERO DE CAS 82948-88-7

14,15-Leukotriene D4sc-22060914,15-Leukotriene D4 is a novel leukotriene produced via the 15-LO pathway.

14,15-Leukotriene E4sc-205013Leukotrienes (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. NÚMERO DE CAS 1000852-57-2

15(S)-HETE-d8sc-205042Intended to use as an internal standard for the quantification of 15(S)-HETE by GC- or LC-MS. NÚMERO DE CAS 84807-87-4

18-carboxy dinor Leukotriene B4sc-20506618-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 NÚMERO DE CAS 102674-12-4

20-trifluoro Leukotriene B4sc-205105A leukotriene B4 analog that contains equipotent chemoattractant capabilities and can resist ω-oxidation. NÚMERO DE CAS 115178-97-7

Leukotriene A4-d5 methyl estersc-221842LTA4-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.

Leukotriene B4-3-aminopropylamidesc-205369An 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 NÚMERO DE CAS 89596-43-0

Leukotriene B4 Ethanolamidesc-221843A theoretical 5-LO metabolite of arachidonoyl ethanolamide (AEA).

Leukotriene B4-d4sc-221844Leukotriene 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. NÚMERO DE CAS 124629-74-9

Leukotriene C4 methyl estersc-205370LTC4 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. NÚMERO DE CAS 73958-10-8

Leukotriene C3sc-215241 NÚMERO DE CAS 77209-77-9

Leukotriene C4-d5sc-221845Leukotriene 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.

Leukotriene D4 methyl estersc-221846Leukotriene 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.

Leukotriene D4-d5sc-221847Leukotriene 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.

Leukotriene E4 methyl estersc-221848LTE4 methyl ester is a more lipid soluble form of LTE4. The biological activity of LTE4 methyl ester has not been reported. NÚMERO DE CAS 89461-65-4

Leukotriene E4-d5sc-221849Leukotriene 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.

Leukotriene F4sc-205371Leukotriene 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. NÚMERO DE CAS 83851-42-7

LTA3 (Leukotriene A3 methyl ester)sc-200490LTA3 (Leukotriene A3 methyl ester) is an analogue of LTA4 that lacks a C14-C15 double bond that has been observed as a potent suicide inhibitor of LTA4H (LTA4 hydrolase). NÚMERO DE CAS 83851-38-1

LTA4 (Leukotriene A4 methyl ester) sc-201039LTA4 (Leukotriene A4 methyl ester) has been shown to act as a substrate for LTA4H and LTC4 synthase and plays a central role in transcellular leukotriene and lipoxin biosynthesis, and to mobilize Ca2+ in human neutrophils. NÚMERO DE CAS 73466-12-3

LTB3 (Leukotriene B3)sc-201041LTB3 (Leukotriene B3) is a proinflammatory agent that causes aggregation of murine polymorphonuclear leukocytes. Generated by 5-lipoxygenase from phospholipase-released arachidonic acid. NÚMERO DE CAS 88099-35-8

LTB4 (Leukotriene B4)sc-201043LTB4 (Leukotriene B4) is a potent chemokine with roles in inflammation, immunology, the nervous system, brain and skin. Suggested to attenuate effects as an PPARα activator. NÚMERO DE CAS 71160-24-2

LTC4 (Leukotriene C4) sc-201046LTC4 (Leukotriene C4) is a potent agonist for contraction of smooth muscle, induces microvascular permeability and mucus secretion in airways, and enhances growth of human airway epithelial cells. NÚMERO DE CAS 72025-60-6

LTD4 (Leukotriene D4) sc-201048LTD4 (Leukotriene D4) is a member of the leukotriene family shown to be a potent contractor of smooth muscle, that is more potent than LTE4 (sc-201050). NÚMERO DE CAS 73836-78-9

LTE4 (Leukotriene E4)sc-201050LTE4 (Leukotriene E4) is 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 NÚMERO DE CAS 75715-89-8

LY223982sc-221865LY223982 is a potent P2Y7 (BLT1) receptor antagonist and benzophenone dicarboxylic acid derivative. NÚMERO DE CAS 117423-74-2

LY293111sc-221866A dihydroxy fatty acid derived from the 5-lipoxygenase pathway of arachidonic acid metabolism and is an important mediator of the inflammatory process. NÚMERO DE CAS 161172-51-6

N-Acetyl-Leukotriene E4sc-201052Major bilary metabolite of cysteinyl leukotrienes in the rat. Approximately 100-fold less active than LTC4. Equiactive with LTE4 in guinea pig lung parenchyma assay. NÚMERO DE CAS 80115-95-3

N-methyl Leukotriene C4sc-205407LTC4 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. NÚMERO DE CAS 131391-65-6

Piriprost (potassium salt)sc-205440A 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. NÚMERO DE CAS 88851-62-1

SC 22716sc-215842Cell-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. NÚMERO DE CAS 262451-89-8

Zafirlukastsc-204942A potent, selective CysLT1 receptor antagonist; used from the treatment of asthma as well as for the symptoms associated with allergic rhinitis. NÚMERO DE CAS 107753-78-6