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Lipid Signalling Pathways
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ALX-340-004 Revised 18-Aug-08
Arachidonic acid
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SYNONYMS 5Z,8Z,11Z,14Z-Eicosatetraenoic acid
PRODUCT LINE Inflammation
PRODUCT CATEGORY Arachidonic Acid / Related Products
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-340-004-M100   100 mg 147.00 USD Add To Cart
Product Specification
FORMULA: C20H32O2
MW: 304.5
CAS NUMBER: 506-32-1
MERCK INDEX: 14: 765
RTECS: CE6675000
CONCENTRATION: 100mg/ml
PURITY: ≥98%
FORMULATION: Liquid. Solution in ethanol containing 0.1% BHT.
SOLUBILITY: 100mg/ml soluble in DMSO or dimethyl formamide; sparingly soluble in basic aqueous buffers (1.7mg/ml). To prevent oxidation, the solvent should be purged with an inert gas.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least 6 months after receipt when stored at -20°C. Keep aqueous solutions on ice and use within 12 hours.
HANDLING: Protect from light and oxygen.
HAZARD: TOXIC.

Product Description
Precursor to a large family of eicosanoids. Activator for several protein kinase C (PKC) isotypes.
Product Specific Literature References
Arachidonic acid metabolism: P. Needleman, et al.; Ann. Rev. Biochem. 55, 69 (1986) Abstract
Kinetic analysis of the Ca2+-dependent, membrane-bound, macrophage phospholipase A2 and the effects of arachidonic acid: M.D. Lister, et al.; J. Biol. Chem. 263, 7506 (1988) Abstract; Full Text
Characterization of the L-arginine:nitric oxide pathway in human platelets: M.W. Radomski, et al.; Br. J. Pharmacol. 101, 325 (1990) Abstract
The LDL receptor pathway delivers arachidonic acid for eicosanoid formation in cells stimulated by platelet-derived growth factor: A.J.R. Habenicht, et al.; Nature 345, 634 (1990) Abstract
The control of free arachidonic acid levels: R.D. Burgoyne & A. Morgan; TIBS 15, 365 (1990) Abstract
A unique pool of free arachidonate serves as substrate for both cyclooxygenase and lipoxygenase in platelets: F. Chevy, et al.; Lipids 26, 1080 (1991) Abstract
Regulation of Ras-GAP and the neurofibromatosis-1 gene product by eicosanoids: J.W. Han, et al.; Science 252, 576 (1991) Abstract
Arachidonic acid as a second messenger. Interactions with a GTP-binding protein of human neutrophils: S.B. Abramson, et al.; J. Immunol. 147, 231 (1991) Abstract
The immediate activator of the NADPH oxidase is arachidonate not phosphorylation: Henderson, et al.; Eur. J. Biochem. 211, 157 (1993) Abstract
Nitric oxide and arachidonic acid modulation of calcium currents in postganglionic neurones of avian cultured ciliary ganglia: G. Khurana & M.R. Bennett; Br. J. Pharmacol. 109, 480 (1993) Abstract
Arachidonic acid-induced Ca2+ release from isolated sarcoplasmic reticulum: C. Dettbarn & P. Palade; Biochem. Pharmacol. 45, 1301 (1993) Abstract
Covalent binding of arachidonate to G protein alpha subunits of human platelets: H. Hallak, et al.; J. Biol. Chem. 269, 4713 (1994) Abstract; Full Text
General Information
BACKGROUND/TECHNICAL INFORMATION To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
Further Categories Containing This Product:
PKC Activators • Nitric Oxide Pathway Other Products • Fatty Acids
 
 
ALX-270-077 Revised 19-Dec-02
L-655,238
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PRODUCT LINE Inflammation
PRODUCT CATEGORY Lipoxygenases / Related Products
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ALX-270-077-M005   5 mg 47.00 USD Add To Cart
Product Specification
FORMULA: C22H25NO2
MW: 335.5
PURITY: ≥98%
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in 100% ethanol or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C

Product Description
Selective, potent inhibitor of 5-lipoxygenase-activating protein (FLAP).
Product Specific Literature References
5-Lipoxygenase-activating protein is the target of a quinoline class of leukotriene synthesis inhibitors: J.F. Evans, et al.; Mol. Pharmacol. 40, 22 (1991) Abstract
FLAP: a novel drug target for inhibiting the synthesis of leukotrienes: A.W. Ford-Hutchinson; TIPS 12, 68 (1991), (Review) Abstract
 
 
ALX-270-078 Revised 16-Jun-06
L-690,330
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SYNONYMS [1-(4-Hydroxyphenoxy)ethylidene]bisphosphonic acid
PRODUCT LINE Inflammation
PRODUCT CATEGORY Lipoxygenases / Related Products
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ALX-270-078-M001   1 mg 30.00 USD Add To Cart
ALX-270-078-M005   5 mg 120.00 USD Add To Cart
Product Specification
FORMULA: C8H12O8P2
MW: 298.1
PURITY: ≥96%
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C

Product Description
Potent inositol monophosphatase inhibitor, resistant to hydrolysis.
Product Specific Literature References
In vitro and in vivo inhibition of inositol monophosphatase by the bisphosphonate L-690,330: J.R. Atack, et al.; J. Neurochem. 60, 652 (1993) Abstract
Further Categories Containing This Product:
Autophagy Other Products
 
 
ALX-270-097 Revised 07-Sep-06
Ebselen
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SYNONYMS 2-Phenyl-1,2-benzisoselenazol-3-(2H)-one
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Peroxynitrite / Scavengers / Detection
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ALX-270-097-M001   1 mg 12.00 USD Add To Cart
ALX-270-097-M005   5 mg 20.00 USD Add To Cart
ALX-270-097-M025   25 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C13H9NOSe
MW: 274.2
CAS NUMBER: 60940-34-3
PURITY: ≥98% (NMR)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description
Selenium-based inhibitor of protein kinase C, NADPH, 5-lipoxygenase, cyclooxygenase (COX) and NADPH oxidase. Anti-inflammatory antioxidant. Mimics glutathione peroxidase. Inhibits oxidative modifications of low density lipoproteins (LDL).
Product Specific Literature References
A novel biologically active seleno-organic compound--III. Effects of PZ 51 (Ebselen) on glutathione peroxidase and secretory activities of mouse macrophages: M.J. Parnham & S. Kindt; Biochem. Pharmacol. 33, 3247 (1984) Abstract
Seleno-organic compounds and the therapy of hydroperoxide-linked pathological conditions: M.J. Parnham & E. Graf; Biochem. Pharmacol. 36, 3095 (1987) Abstract
Kinetic mechanism and substrate specificity of glutathione peroxidase activity of ebselen (PZ51): M. Maiorino, et al.; Biochem. Pharmacol. 37, 2267 (1988) Abstract
Studies on the anti-inflammatory activity of ebselen. Ebselen interferes with granulocyte oxidative burst by dual inhibition of NADPH oxidase and protein kinase C?: I.A. Cotgreave, et al.; Biochem. Pharmacol. 38, 649 (1989) Abstract
T. Nikawa, et al.; Biochem. Pharmacol. 47, 1007 (1994) Abstract
Effects of ebselen and probucol on oxidative modifications of lipid and protein of low density lipoprotein induced by free radicals: N. Noguchi, et al.; Biochim. Biophys. Acta 1213, 176 (1994) Abstract
Strong inhibition of mammalian lipoxygenases by the antiinflammatory seleno-organic compound ebselen in the absence of glutathione: C. Schewe, et al.; Biochem. Pharmacol. 48, 65 (1994) Abstract
Ebselen: a glutathione peroxidase mimic: H. Sies; Meth. Enzymol. 234, 476 (1994) Abstract
Molecular actions of ebselen-an antiinflammatory antioxidant: T. Schewe; Gen. Pharmacol. 26, 1153 (1995) Abstract
Ebselen: H. Sies; Meth. Enzymol. 252, 341 (1995) Abstract
Ebselen as a glutathione peroxidase mimic and as a scavenger of peroxynitrite: H. Sies & H. Masumoto; Adv. Pharmacol. 38, 229 (1997) Abstract
Free radical generation by selenium compounds and their prooxidant toxicity: J.E. Spallholz; Biomed. Environ. Sci. 10, 260 (1997) Abstract
Protection against peroxynitrite by selenoproteins: H. Sies, et al.; Z. Naturforsch. [C] 53, 228 (1998) Abstract
Ebselen protects mice against T cell-dependent, TNF-mediated apoptotic liver injury: G. Tiegs, et al.; J. Pharmacol. Exp. Ther. 287, 1098 (1998) Abstract; Full Text
Further Categories Containing This Product:
Antioxidants, Flavonoids & Free Radical Scavengers Other Products • PKC Inhibitors • Malaria / Related Products • Lipoxygenases / Related Products • Anti-inflammatory Agents Other Products • COX Inhibitors
 
 
ALX-270-099 Revised 02-Dec-04
Ethyl 3,4-dihydroxybenzylidenecyanoacetate
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PRODUCT LINE Inflammation
PRODUCT CATEGORY Lipoxygenases / Related Products
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ALX-270-099-M025   25 mg 63.00 USD Add To Cart
Product Specification
FORMULA: C12H11NO4
MW: 233.2
CAS NUMBER: 132464-92-7
PURITY: ≥96%
SOLUBILITY: Soluble in DMSO and methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
12- and 15-lipoxygenase inhibitor.
Product Specific Literature References
Novel caffeic acid derivatives: extremely potent inhibitors of 12- lipoxygenase: H. Cho, et al.; J. Med. Chem. 34, 1503 (1991) Abstract
 
 
ALX-270-231 Revised 28-Feb-08
Caffeic acid
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SYNONYMS 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Anti-inflammatory Agents
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ALX-270-231-M250   250 mg 10.00 USD Add To Cart
ALX-270-231-G001   1 g 14.00 USD Add To Cart
Product Specification
FORMULA: C9H8O4
MW: 180.2
CAS NUMBER: 331-39-5
MERCK INDEX: 14: 1635
SOURCE/HOST: Synthetic.
PURITY: ≥97%
APPEARANCE: Off-white to brown crystalline solid.
SOLUBILITY: Soluble in 100% ethanol, DMSO or dimethyl formamide; also soluble in PBS, pH 7.2.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C
USE/STABILITY: Stable for at least 2 years when stored at +20°C. Organic stock solutions are stable for at least 6 months when stored at –20 °C. Store aqueous solutions of the product on ice and use within 12 hours of preparation.

Product Description

Naturally occuring phenolic compound found in many fruits, vegetables and herbs, including coffee. Shows anti-tumor, antiviral, antioxidant and anti-inflammatory effects. Inhibitor of 5- and 12-lipoxygenase (LO).
Product Specific Literature References
Caffeic acid is a selective inhibitor for leukotriene biosynthesis: Y. Koshihara, et al.; Biochim. Biophys. Acta 792, 92 (1984) Abstract
Inhibitory effect of caffeic acid esters on azoxymethane-induced biochemical changes and aberrant crypt foci formation in rat colon: C.V. Rao, et al.; Cancer Res. 53, 4182 (1993) Abstract
Inhibition of arachidonate lipoxygenase activities by 2-(3,4-dihydroxyphenyl)ethanol, a phenolic compound from olives: N. Kohyama, et al.; Biosci. Biotech. Biochem. 61, 347 (1997) Abstract
Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties: F.M. da Cunha, et al.; Free Radic. Res. 38, 1241 (2004) Abstract
Novel and therapeutic effect of caffeic acid and caffeic acid phenyl ester on hepatocarcinoma cells: complete regression of hepatoma growth and metastasis by dual mechanism: T.W. Chung, et al.; FASEB J. 18, 1670 (2004) Abstract
Anti-HIV activities of natural antioxidant caffeic acid derivatives: toward an antiviral supplementation diet: F. Bailly & P. Cotelle; Curr. Med. Chem. 12, 1811 (2005) Abstract
Related Products
Further Categories Containing This Product:
Natural Products - Chemopreventive Agents • Active Substances from Fruit and Vegetables • Lipoxygenases / Related Products • Natural Products - Antioxidants • Natural Products - Antiviral / anti-HIV Agents • Phenolic Acids • Tyrosine Kinase Inhibitors
 
 
ALX-270-381 Revised 28-Sep-07
Anacardic acid
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SYNONYMS 2-Hydroxy-6-pentadecylbenzoic acid
6-Pentadecylsalicylic acid
AA
PRODUCT LINE DNA Regulation / Transcription
PRODUCT CATEGORY Histone Acetyl- & Methyl-Transferases / Related Products
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ALX-270-381-M005   5 mg 40.00 USD Add To Cart
ALX-270-381-M025   25 mg 140.00 USD Add To Cart
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Product Specification
FORMULA: C22H36O3
MW: 348.5
MERCK INDEX: 14: 621
SOURCE/HOST: Synthetic.
PURITY: ≥95% (1H-NMR)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in 100% ethanol, methanol, DMSO, dichloromethane or ethylacetate.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stock solutions are stable for up to 3 months when stored at -20°C.
HANDLING: Protect from light. After reconstitution, prepare aliquots and store at -20°C. Packaged under inert gas.

Product Description
Cell permeable salicylic acid analog that acts as a potent, non-competitive inhibitor of p300 and PCAF (p300/CBP-associated factor) histone acetyltransferase (HAT) activities (IC50~8.5µM and ~5µM, respectively). Displays a variety of other biological activities, such as antibacterial, antimicrobial, prostaglandin synthase inhibition, tyrosinase, and lipoxygenase inhibition.
Product Specific Literature References
Anacardic Acid: molluscicide in cashew nut shell liquid: J.T. Sullivan, et al.; Planta Med. 44, 175 (1982) Abstract
Inhibition of lipoxygenase and prostaglandin endoperoxide synthase by anacardic acids: R. Grazzini, et al.; BBRC 176, 775 (1991) Abstract
Antibacterial activity of anacardic acid and totarol, alone and in combination with methicillin, against methicillin-resistant Staphylococcus aureus: H. Muroi & I. Kubo; J. Appl. Bacteriol. 80, 387 (1996) Abstract
Small molecule modulators of histone acetyltransferase p300: K. Balasubramanyam, et al.; J. Biol. Chem. 278, 19134 (2003) Abstract; Full Text
Inhibition of histone acetyltransferase activity by anacardic acid sensitizes tumor cells to ionizing radiation: Y. Sun, et al.; FEBS Lett. 580, 4353 (2006) Abstract
General Literature References
Antibacterial activity of anacardic acid and totarol, alone and in combination with methicillin, against methicillin-resistant Staphylococcus aureus: H. Muroi and I. Kubo; J. Appl. Bacteriol. 80, 387 (1996) Abstract
Synthesis of sildenafil analogues from anacardic acid and their phosphodiesterase-5 inhibition: R. Paramashivappa, et al.; J. Agric. Food Chem. 50, 7709 (2002) Abstract
Further Categories Containing This Product:
Prostaglandin Synthases / Related Products • Lipoxygenases / Related Products • Antibiotics Other Products
 
 
ALX-340-008 Revised 22-May-07
7,7-Dimethyleicosadienoic acid
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SYNONYMS DEDA
PRODUCT LINE Signal Transduction
PRODUCT CATEGORY PLA2 Inhibitors
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ALX-340-008-M010   10 mg 120.00 USD Add To Cart
Product Specification
FORMULA: C22H40O2
MW: 336.6
CAS NUMBER: 89560-01-0
PURITY: ≥99%
APPEARANCE: Colorless oil.
SOLUBILITY: Soluble in 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Solutions are stable for up to 6 months when stored at –20°C.

Product Description
Potent inhibitor of snake venom phospholipase A2 (PLA2) and weak inhibitor of 5-lipoxygenase. Inhibits human recombinant synovial phospholipase A2 (sPLA2) selectively over cytosolic phospholipase A2 (cPLA2).
Product Specific Literature References
Analogs of arachidonic acid methylated at C-7 and C-10 as inhibitors of leukotriene biosynthesis: N. Cohen, et al.; Prostaglandins 27, 553 (1984) Abstract
A.F. Welton, et al.; Prostaglandins 28, 649 (1984)
Inhibition studies on the membrane-associated phospholipase A2 in vitro and prostaglandin E2 production in vivo of the macrophage-like P388D1 cell. Effects of manoalide, 7,7-dimethyl-5,8-eicosadienoic acid, and p- bromophenacyl bromide: M.D. Lister, et al.; J. Biol. Chem. 264, 8520 (1989) Abstract; Full Text
Effect of the phospholipase A2 inhibitors quinacrine and 7,7- dimethyleicosadienoic acid in isolated globally ischemic rat hearts: C.A. Sargent, et al.; J. Pharmacol. Exp. Ther. 262, 1161 (1992) Abstract
Secretory phospholipase A2 inhibitors and calmodulin antagonists as inhibitors of cytosolic phospholipase A2: W.C. Hope, et al.; Agents Actions 39, C39 (1993) Abstract
Further Categories Containing This Product:
Lipoxygenases / Related Products
 
 
ALX-340-009 Revised 04-Feb-05
ETI
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SYNONYMS 5,8,11-Eicosatriynoic acid
PRODUCT LINE Inflammation
PRODUCT CATEGORY Lipoxygenases / Related Products
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ALX-340-009-M001   1 mg 77.00 USD Add To Cart
ALX-340-009-M005   5 mg 346.00 USD Add To Cart
Product Specification
FORMULA: C20H28O2
MW: 300.4
CAS NUMBER: 13488-22-7
PURITY: ≥99%
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in ethanol, DMSO or DMF.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from oxygen and light.

Product Description
Inhibitor of 5- and 12-lipoxygenase. No activity versus cyclooxygenase (COX) in whole cells. Also inhibits hepatic glutathione S-transferase and leukotriene C4 biosynthesis.
Product Specific Literature References
Selective inhibition of platelet n-8 lipoxygenase by 5,8,11- eicosatriynoic acid: S. Hammarström; Biochem. Biophys. Acta 487, 517 (1977) Abstract
Inhibition of leukotriene C and leukotriene D biosynthesis: L. Örning & S. Hammarström; J. Biol. Chem. 255,