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Eicosanoids

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NOMBRE DEL PRODUCTO NÚMERO DE CATÁLOGODESCRIPCIÓNMENCIONESCLASIFICACIÓN
2,3-dinor Thromboxane B1sc-223466Thromboxane B2 (TXB2) is released in substantial quantities from aggregating platelets and metabolized during circulation to 11-dehydro TXB2 and 2,3-dinor TXB2. In rabbits and rats, 2,3-dinor TXB1 has been identified as another urinary metabolite of TXB2. However in human urine, only trace amounts of 2,3-dinor TXB1 have been identified. In rats, 2,3-dinor TXB1 is excreted at a much higher rate than 2,3-dinor TXB2 (19.2 ± 4.9 ng/24 hr and 1.6 ± 0.3 ng/24 hr, respectively). Therefore, urinary 2,3-dinor TXB1 is a suitable marker of thromboxane biosynthesis in rats.

(±)5,6-EET Methyl Estersc-221049The methyl ester of 5,6-EET displays greater stability than the corresponding free acid form. NÚMERO DE CAS 122799-12-6

11-dehydro Thromboxane B3sc-204961A urinary metabolite of TXA3 in humans with enhanced dietary intake of EPA. NÚMERO DE CAS 129228-55-3

16,16-Dimethyl-prostaglandin E2sc-20124016,16-Dimethyl-prostaglandin E2 is a prostaglandin E2 analog with potent cytoprotective activity and enhanced metabolic resistance yielding a longer half-life in vivo. Acts on all 4 EP receptors (EP1,2,3, and 4). NÚMERO DE CAS 39746-25-3

5-oxo-ETEsc-2037835-oxo-ETE is 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. NÚMERO DE CAS 106154-18-1

(±)8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic acidsc-221157(±)8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic acid is biosynthesized via liver cytochrome P-450.

11-Dehydro-TXB2sc-20145311-dehydro-TXB2 is a long-lived prominent metabolite and product of infused thromboxane B2 (TXB2) in the urine and blood of several species. NÚMERO DE CAS 67910-12-7

12(S)-HPETEsc-20096112(S)-HPETE is a monohydroperoxy polyunsaturated fatty acid produced that activates human blood leukocyte 5-LO, resulting in the synthesis of 5(S)-HETE, leukotriene B4, and 5(S),12(S)-DiHETE. NÚMERO DE CAS 71774-10-2

13-APAsc-223165A moderately potent, yet specific thromboxane A2 receptor (TP) antagonist. It is more selective (5-fold) for the platelet (human) versus vascular (rat) TP receptor. NÚMERO DE CAS 71629-07-7

BW B70Csc-200633BW B70C is a selective arachidonic acid 5-LO (5-lipoxygenase) inhibitor. NÚMERO DE CAS 134470-38-5

(±)14,15-Epoxyeicosa-5Z,8Z,11Z-trienoic acidsc-220607(±)14,15-Epoxyeicosa-5Z,8Z,11Z-trienoic acid inhibits Cox (cyclooxygenase) and platelet aggregation. NÚMERO DE CAS 81276-03-1

15-KETE (15-oxo-ETE) sc-200977Biosynthesis via 15-OH prostaglandin dehydrogenase from lung and liver microsomes and by a nonenzymatic process. NÚMERO DE CAS 81416-72-0

Thromboxane B3sc-205526The stable hydrolysis product of TXA3 synthesized from EPA via COX and thromboxane synthase. Compound is biosynthesized in various tissues such as lung, seminal vesicles, PMNL, and ocular tissues. NÚMERO DE CAS 71953-80-5

15(S)-HEDEsc-22063515(S)-HEDE has been identified in psoriatic skin scale extracts (undetermined 15-OH stereochemistry) and inhibits 5-LO (5-lipoxygenase) with an IC50 of 26 μM. NÚMERO DE CAS 92693-04-4

(±)16-HETEsc-220639Electrolyte and fluid transport in the kidney are regulated partially by arachidonic acid and its metabolites. (±)16-HETE is the racemic version of a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation. The biological activity of 16-HETE is stereospecific. 16(R)-HETE dose-dependently stimulates vasodilation of the rabbit kidney, and does not affect perfusion pressure. At a concentration of 2 µM the (S)-enantiomer of 16-HETE inhibits proximal tubule ATPase activity by as much as 60%, while the (R)-isomer has negligible effects on ATPase activity.

16(R)-HETEsc-20505616-HETE is a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation that demonstrates stereospecific biological activity. 16(S)-HETE inhibits proximal tubule ATPase activity. NÚMERO DE CAS 183509-22-0

16(S)-HETEsc-20505716-HETE is a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation that demonstrates stereospecific biological activity. 16-HETE is also shown to inhibit proximal tubule ATPase activity by as much as 60% at a concentration of 2 µM. NÚMERO DE CAS 183509-23-1

U-46619 Glycine methyl estersc-224337A stable analog of the endoperoxide PGH2, and a TP receptor agonist; exhibits properties similar to TXA2, causing platelet shape change, aggregation, and contraction of vascular smooth muscle.

(±)17-HETEsc-220645

17(R)-HETEsc-20506417-HETE is a cytochrome P450 (CYP450) metabolite of arachidonic acid and has stereospecific effects on sodium transport in the kidney. The 17(R)-HETE enantiomer is also an inactive isomer of 17-HETE, whereas the (S) enantiomer can inhibit proximal tubule ATPase activity at a concentration of 2 µM. 1 NÚMERO DE CAS 183509-24-2

17(S)-HETEsc-20506517-HETE is a cytochrome P450 (CYP450) metabolite of arachidonic acid that has stereospecific effects on sodium transport in the kidney. This compount also inhibits proximal tubule ATPase activity by as much as 70% at a concentration of 2 µM. NÚMERO DE CAS 183509-25-3

(±)18-HETEsc-220656This is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid. When formed by the CYP2E1 isoform, 18-HETE is comprised 100% of the (R) isomer. It dose-dependently stimulates vasodilation of the rabbit kidney, where 18(S)-HETE does not affect perfusion pressure. 18-HETE has negligible effects on ATPase activity. At 1 µM this completely blocks 20-HETE-induced vasoconstriction of renal arterioles. NÚMERO DE CAS 133268-58-3

Arachidonic Acid methyl estersc-362322 NÚMERO DE CAS 2566-89-4

Arachidonic Acid methyl ester-d8sc-291908Arachidonic acid is the keystone essential fatty acid at the origin of the arachidonic acid cascade. It is converted by cyclooxygenase, lipoxygenase, and epoxygenase enzymes into more than one hundred fifty different potent primary autacoid metabolites in species ranging from fungi to plants to mammals. Arachidonic acid is stored in tissue phospholipids in esterified form, where it comprises a small but critically controlled percentage of the polyunsaturated fatty acid pool. Arachidonic acid content is frequently measured by the saponification of the lipid fraction followed by methyl esterification and gas chromatographic analysis of the resulting FAME (fatty acid methyl ester) compounds. Arachidonic acid methyl ester can also be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate. NÚMERO DE CAS 2566-89-4 (unlabeled)

Arachidonic Acid-biotinamidesc-221260Virtually all cellular arachidonic acid is esterified in membrane phospholipids where its presence is tightly regulated through multiple interconnected pathways. Free arachidonic acid is a transient, critical substrate for the biosynthesis of eicosanoid second messengers. Receptor-stimulated release, metabolism, and re-uptake of free arachidonate are each important aspects of cell signalling, as well as inflammation. This compound was designed to allow arachidonic acid to be detected in complexes with protein binding partners such as fatty acid binding proteins (FABPs). It is thus a tool to be used in the general elucidation of the signaling and transport of free arachidonic acid.

Decadienal sc-200954Decadienal is an aldehyde lipid peroxidation product. Demonstrated to modify cytochrome c, promote mitochondrial dysfunction, form DNA adducts, and induce oxidative damage to DNA. NÚMERO DE CAS 25152-84-5

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Hepoxilin B3sc-221714Hepoxilin B3 is biosynthesized in pancreatic islets 1, platelets 2 and rat lung 3. NÚMERO DE CAS 94161-10-1

HETE Mixturesc-224015Each ampule contains 10 µg of each of the following HETEs: (±)5-HETE, 12(S)-HETE and 15(S)-HETE dissolved in 600 µl ethanol.

JP104sc-221782An irreversible FAAH inhibitor of the carbamate class with an IC50 of 7.3 nM for the human recombinant enzyme when tested using radiolabeled oleamide as the substrate.

Ketoprofensc-205359Ketoprofen is used for its antipyretic, analgesic, and anti-inflammatory properties by inhibiting Cox-1 and Cox-2 (cyclooxygenase-1 and -2) enzymes reversibly, which decreases production of pro-inflammatory prostaglandin precursors. NÚMERO DE CAS 22071-15-4

Hepoxilin A3sc-221713An eicosanoid, which functions as an endogenous lipid mediator, inducing the release of intracellular calcium in human neutrophils. NÚMERO DE CAS 85589-24-8

Lipoxin A4sc-201060Lipoxin A4 is a conjugated tetraene, trihydroxy fatty acid created through 15-HETE metabolism via human leukocytes. NÚMERO DE CAS 89663-86-5

Methyl Phytoprostane B1 (Type I) (racemic)sc-221931Methyl Phytoprostane B1 (Type I) (racemic) is a powerful inducer of GST (glutathione-S-transferase), jasmonic acid and other stress related responses.

Prostaglandin E2-biotinamidesc-222197A biotinylated Prostaglandin E2 derivative that is designed to allow PGE2 to be detected in complexes with transmembrane receptors, nucleic acid, or proteins - an incredibly useful tool in the elucidation of the mechanism of action of Prostaglandins. NÚMERO DE CAS 363-24-6 (unconjugated)

Prostaglandin F2α-biotinamidesc-222198The major eicosanoid product of cyclooxygenase-1 and 2 in reproductive tissues, and many others.Contracts bronchial smooth muscle, and regulates fertility and implantation. Acts through the FP receptor, a 7-transmembrant G-protein coupled receptor. Is an affinity probe which allows PGF2α to be detected through an interaction with the biotin ligand. Was designed to allow PGF2α to be detected in complexes with transmembrane receptors and/or nucleic acid or protein binding partners. It is thus a tool to be used in the general elucidation of the mechanism of action of prostaglandins.

(S)-Bromoenol lactonesc-222281

tetranor-12(S)-HETEsc-205521Product of arachidonic acid metabolism via the 12-lipoxygenase pathway; enhances adhesion of tumor cells to endothelial cells, fibronectin, and the subendothelial matrix. NÚMERO DE CAS 121842-79-3

TXB2 (Thromboxane B2)sc-201452TXB2 (Thromboxane B2) is a stable metabolite of thromboxane A2 in platelets which may be released during anaphylaxis. Reportedly possesses chemotactic properties. Often used to measure arachidonic acid metabolism. NÚMERO DE CAS 54397-85-2

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

MAFPsc-203440MAFP is an irreversible inhibitor of cPLA2. It also potently inhibits FAAH and phosphorylates arachidonyl binding sites. NÚMERO DE CAS 188404-10-6

N-Arachidonoyl glycine (solution in ethanol)sc-203149N-Arachidonoyl glycine is an endogenous anandamide-like compound. Lacks affinity for CB1 receptors but inhibits FAAH. NÚMERO DE CAS 179113-91-8

Cicaprostsc-358799An analog of PGI2 which causes IP activation. Activation of IP is associated with phosphorylation of transcription factor cAMP response element binding protein. NÚMERO DE CAS 94079-80-8

Eicosa-5Z,8Z,11Z,14Z,17Z-pentaenoic Acid (20:5, n-3)sc-200766Eicosa-5Z,8Z,11Z,14Z,17Z-pentaenoic Acid (20:5, n-3) (EPA) inhibits amino acid oxygenation by PG endoperoxide H synthase-1 and 5-LO (5-lipoxygenase). NÚMERO DE CAS 10417-94-4

12(S)-HETE sc-20094212(S)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. NÚMERO DE CAS 54397-83-0

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12(S)-HHT sc-20096912(S)-HHT is known to inhibit human platelet aggregation. It has been shown to stimulate the production of prostacyclin. NÚMERO DE CAS 54397-84-1

12(S),20-DiHETE sc-20041212(S),20-DiHETE, an arachidonic acid metabolite that activates cytoplasmic and lysosomal cholesteryl ester hydrolytic activity NÚMERO DE CAS 89614-44-8

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PGF2α (Prostaglandin F2α)sc-201227A major uterine luteolytic prostaglandin, an endogenous agonist of PGF2Rα shown to: promote neutrophil chemotaxis, stimulate COX2 expression, and regulate adrenal endocrine function. NÚMERO DE CAS 38562-01-5

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Dihomo-γ-linolenic Acid (20:3, n-6)sc-200780Dihomo-γ-linolenic Acid (20:3, n-6) is a polyunsaturated fatty acid. Demonstrates antithrombotic effects through competition with arachidonic acid for processing by COX and lipoxygenase. NÚMERO DE CAS 1783-84-2

15(S)-HETE sc-20094415(S)-HETE is an arachidonic acid metabolite with immunosuppressive, stimulation of endothelial cellmigration and neovascularization and anti tumor activity. NÚMERO DE CAS 54845-95-3

Eicosa-11Z,14Z-dienoic Acidsc-200776Eicosa-11Z,14Z-dienoic acid is a polyunsaturated lipid analog of arachidonic acid. It has been shown to inhibit calcineurin. NÚMERO DE CAS 2091-39-6

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Eicosa-11Z,14Z,17Z-trienoic Acid (20:3, n-3)sc-200778Eicosa-11Z,14Z,17Z-trienoic Acid (20:3, n-3) is a structural analogue of arachidonic acid lacking C-5 and C-6 double bonds. NÚMERO DE CAS 2091-27-2

Mead Acid (20:3, n-9)sc-200772Mead Acid (20:3, n-9) is an unsaturated fatty acid which is a precursor in the biosynthesis of prostaglandins, thromboxanes and leukotrienes (the eicosanoids comprising the "arachidonic cascade"). NÚMERO DE CAS 20590-32-3

5(S)-HETE sc-2009395(S)-HETE is a product of the arachidonic acid metabolism lioxygenase pathway. It is chemotactic and chemokinetic for human neutrophils. NÚMERO DE CAS 70608-72-9

5(S),15(S)-DiHETE sc-2004135(S),15(S)-DiHETE is biosynthesised in human eosinophils. It has shown to enhance neutrophil degranulation and serve as a potent chemotaxin for human eosinophils. NÚMERO DE CAS 82200-87-1

8(S)-HETE sc-2009408(S)-HETE is an intermediate in the synthesis of leukotrienes shown to regulate epithelial cell migration during wound healing. Evidence demonstrates 8(S)-HETE activates PPARα and PKC. NÚMERO DE CAS 98462-03-4

(+/-)-9-HETEsc-200941(+/-)-9-HETE is a metabolism of free radical-mediated arachidonic acid oxidation forms 9-HETE. NÚMERO DE CAS 79495-85-5