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Msppoh

Manufactured by Cayman Chemical
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MSPPOH is a chemical reagent used in organic synthesis. It functions as a phosphine oxide derivative.

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Lab products found in correlation

19 20 edp, by Cayman Chemical (2 mentions) Ex 527, by Merck Group (1 mentions) Lipopolysaccharides (lps), by Merck Group (1 mentions) Lipopolysaccharides (lps), by InvivoGen (1 mentions) Zileuton, by Cayman Chemical (1 mentions) Ml355, by Cayman Chemical (1 mentions) Triacsin c, by Cayman Chemical (1 mentions) Celecoxib, by Cayman Chemical (1 mentions) Pd146176, by Cayman Chemical (1 mentions) 1 aminobenzotriazole, by Cayman Chemical (1 mentions) Het0016, by Cayman Chemical (1 mentions) Annexin 5 fitc and propidium iodide, by BD (1 mentions) Caspase 3 assay kit, by Merck Group (1 mentions) Gsk3787, by Bio-Techne (1 mentions) Bradford protein assay solution, by Bio-Rad (1 mentions) Pparδ transcription factor assay kit, by Cayman Chemical (1 mentions) Primary and secondary antibodies, by Cell Signaling Technology (1 mentions) Ex 527, by Abcam (1 mentions) Cay10684, by Cayman Chemical (1 mentions) Tg6 10 1, by Cayman Chemical (1 mentions)

Spelling variants of this product

N-(methylsulfonyl)-2-(2-propynyloxy)-benzenehexanamide (MSPPOH), (2 citations)

6 protocols using msppoh

1

Regulation of LPS-Induced Inflammation

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HL-1 cells were exposed to LPS (1 μg/ml) for 24 h. Where indicated, cells were also treated or co-treated with the following pharmacological agents: 19,20-EDP (1 μM), DHA, metabolic precursor of endogenous EDPs (100 μM), MSPPOH (50 μM) to specifically inhibit CYP epoxygenase activity and block formation of endogenous EDPs from DHA and EX-527 (1 μM) to selectively inhibit SIRT1 activity. Stock solutions of 19,20-EDP, DHA, MSPPOH and EX-527 were prepared in 100% ethanol; final concentrations of both solvents were <0.01% of the treatment solutions. LPS and EX-527 were purchased from Sigma-Aldrich (Oakville, ON, Canada). 19,20-EDP, DHA and MSPPOH were obtained from Cayman Chemical (Ann Arbor, MI, USA).
Samokhvalov V., Jamieson K.L., Vriend J., Quan S, & Seubert J.M. (2015). CYP epoxygenase metabolites of docosahexaenoic acid protect HL-1 cardiac cells against LPS-induced cytotoxicity through SIRT1. Cell Death Discovery, 1, 15054-.
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2

Biochemical Pathway Modulation

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ATP and H2O2 was purchased from Wako (Tokyo, Japan). LPS was purchased from Invivogen (San Diego, CA, USA). Aspirin was purchased from Tokyo Kasei (Tokyo, Japan). 1-Aminobenzotriazole, HET0016, Zileuton, PD146176, Celecoxib, MS-PPOH, ML355, and Triacsin C were purchased from Cayman (Ann Arbor, MI, USA).
Hirata Y., Kashiwabara N., Nada Y., Inoue A., Sato E., Noguchi T, & Matsuzawa A. (2023). A comprehensive toxicological analysis of trans-fatty acids (TFAs) reveals a pro-apoptotic action specific to industrial TFAs counteracted by polyunsaturated FAs. Scientific Reports, 13, 5883.
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3

Lipid Peroxidation and Cell Signaling Assays

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DHA (cat # 90310), N-methylsulphonyl-6-(2-proparglyloxyphenyl) hexanamide (MS-PPOH) (cat # 75770) and 19, 20 – EDP (cat # 10175) were purchased from Cayman Chemicals (Ann Arbor, MI, USA). Tissue culture materials were obtained from Invitrogen (Burlingt on, ON, Canada); Bradford protein assay solution from Bio-Rad Laboratories (Mississauga, ON, Canada); Primary and secondary antibodies from Cell Signaling (Pickering, ON, Canada); Trypan blue, MTT, 2′, 7′-Dichlorofluorescin diacetate, myriocin from Sigma–Aldrich (Oakville, ON, Canada). Annexin V-FITC and propidium iodide from BDsciences; Caspase 3 assay kit from Sigma (Saint Louis, MO, USA cat# CASPC3C-1KT); Total 20S proteasome assay kit from Chemicon (EMD Millipore, Etobicoke, ON, Canada cat # APT280); Lipid peroxidation (MDA) cat# ab118970; PPARδ transcription factor assay kit Cayman Chemicals (Ann Arbor, MI, USA cat # 90,310). GSK 3787 cat# 3961; Ceramide cat# 0744 from Tocris bioscience (Bristol, UK). Cell Counting Kit-8 (CCK-8) from Dojindo Molecular Technologies Inc. (Burlington, ON, Canada) cat# CK04–05. EDP methyl esters regioisomer mixtures (1:1:1:1:1:1; 4,5-, 7,8-, 10,11-, 13,14-, 16,17- and 19,20-EDP) were prepared as described previously (Morisseau et al., 2010 (link)).
Samokhvalov V., Zlobine I., Jamieson K.L., Jurasz P., Chen C., Stephen Lee K.S., Hammock B.D, & Seubert J.M. (2014). PPARδ signaling mediates the cytotoxicity of DHA in H9c2 cells. Toxicology letters, 232(1), 10-20.
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4

Cytoprotective Effects of EDPs and DHA

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HL-1 cells subjected to H/R or normoxia were treated/co-treated with the following pharmacological agents: 19,20-EDP (1 μM), DHA (100 μM), N-(methylsulfonyl)-2-(2-propynyloxy)-benzenehexanamide (MSPPOH, 50 μM), selective pharmacological inhibitor of CYP epoxygenase activity blocking formation of endogenous EDPs from DHA and EX-527 (1 μM) inhibitor of SIRT1 enzymatic activity. Stock solutions of 19,20-EDP, DHA, MSPPOH, and EX-527 were prepared in 100% ethanol. Final concentrations of both solvents were less than 0.01% of the treatment solutions. EX-527 was purchased from Abcam, Cambridge, UK. 19,20-EDP, DHA, and MSPPOH were obtained from Cayman Chemical, Ann Arbor, MI, USA.
Samokhvalov V., Jamieson K.L., Fedotov I., Endo T, & Seubert J.M. (2016). SIRT Is Required for EDP-Mediated Protective Responses toward Hypoxia–Reoxygenation Injury in Cardiac Cells. Frontiers in Pharmacology, 7, 124.
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5

Comparative Analysis of Prostaglandin Receptor Modulators

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Diclofenac was purchased from VWR international (Radnor, PA). MS-PPOH, TG6-10-1, ONO-AE3-208, CAY10441, MK0524, GW1100, MRE269, CP544326, CAY10684, TAK875, and IBMX were purchased from Cayman Chemical (Ann Arbor, MN). D-luciferin sodium salt was purchased from Biosynth (San Diego, CA). siRNAs were purchased from Dharmacon (Lafayette, CO): item number D-001210-01-05 for the non-targeting control, and M-005716-01-0005 for IP receptor.
Matsumoto N., Singh N., Lee K.S., Barnych B., Morisseau C, & Hammock B.D. (2022). The epoxy fatty acid pathway enhances cAMP in mammalian cells through multiple mechanisms. Prostaglandins & other lipid mediators, 162, 106662.
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6

Arachidonic Acid Metabolite Assay

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All chemicals were analytical grade and were obtained from Sigma-Aldrich Chemical Co. (St. Louis, MO, U.S.A.). Arachidonic acid was obtained from BIOMOL (Plymouth, PA). 20-HETE (20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid), HET0016 N-hydroxy-N′-(4-butyl-2-methylphenyl)formamidine, 14,15-epoxyeicosa-5(Z)-enoic acid (14,15-EE-5(Z)-E), MSPPOH and indomethacin was purchased from Cayman Chemical Co. (Ann Arbor, MI, USA). RS-3,5-dihydroxyphenylglycine (DHPG) was obtained from Tocris Bioscience (Bristol, BS11 0QL United Kingdom).
Gebremedhin D., Zhang D.X., Carver K.A., Rau N., Rarick K.R., Roman R.J, & Harder D.R. (2016). Expression of CYP 4A ω-hydroxylase and formation of 20-hydroxyeicosatetreanoic acid (20-HETE) in cultured rat brain astrocytes. Prostaglandins & other lipid mediators, 124, 16-26.
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