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Jzl184

Manufactured by Cayman Chemical
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JZL184 is a specific inhibitor of monoacylglycerol lipase (MAGL), an enzyme that regulates the endocannabinoid system by hydrolyzing 2-arachidonoylglycerol (2-AG). It is used in research applications to study the biological functions of MAGL and the endocannabinoid system.

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Lab products found in correlation

Urb597, by Cayman Chemical (6 mentions) Am251, by Cayman Chemical (5 mentions) Am630, by Cayman Chemical (3 mentions) Win55 212 2, by Cayman Chemical (2 mentions) Diclofenac sodium salt, by Cayman Chemical (2 mentions) Cremophor, by Merck Group (2 mentions) Quercetin, by Bio-Techne (2 mentions) α tocopherol, by Merck Group (2 mentions) Nsc23766, by Merck Group (2 mentions) Mk571, by Bio-Techne (2 mentions) Obatoclax mesylate, by Selleck Chemicals (2 mentions) Ml239, by Merck Group (2 mentions) Sc 26196, by Bio-Techne (2 mentions) Cp100356, by Merck Group (2 mentions) Ym155, by Selleck Chemicals (2 mentions) N acetyl l cysteine, by Merck Group (2 mentions) Ferrostatin 1, by Merck Group (2 mentions) Elacridar, by Merck Group (2 mentions) Ml210, by Merck Group (2 mentions) Metformin, by Merck Group (2 mentions)

31 protocols using jzl184

1

Investigating Tumor Growth Regulation by MGL

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Parental KP cells (0.5×106) were injected (s.c.) into the right flank of mice. For pharmacological inhibition of MGL, tumor-bearing C57BL/6J wild-type mice were intraperitoneally (i.p.) treated with 16 mg/kg JZL184 (MGL inhibitor, Cayman), once daily, starting one day prior to the injection of tumor cells. For the experiments with MGL-overexpressing cells, either 0.5 × 106 KP _MGL or KP _ctrl cells were injected (s.c.) into the right flank of C57BL/6J wild-type mice. Tumor growth was monitored during the course of the experiments twice per week using a caliper. Mice were sacrificed after about two weeks, and tumors were subsequently collected, weighted, and measured with a caliper ex vivo. Tumor volume was calculated according to the following formula: v = length x width x height x π/6.40 (link)
Kienzl M., Hasenoehrl C., Maitz K., Sarsembayeva A., Taschler U., Valadez-Cosmes P., Kindler O., Ristic D., Raftopoulou S., Santiso A., Bärnthaler T., Brcic L., Hahnefeld L., Gurke R., Thomas D., Geisslinger G., Kargl J, & Schicho R. (2021). Monoacylglycerol lipase deficiency in the tumor microenvironment slows tumor growth in non-small cell lung cancer. Oncoimmunology, 10(1), 1965319.
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2

Endocannabinoid Receptor Modulation in Cell Proliferation

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The following were purchased from Cayman (Ann Arbor, MI): 2-AG; the endocannabinoid receptor inhibitors, SR141716A (Rimonabant, CB1 inverse agonist), AM251 (CB1 antagonist) and SR144528 (CB2 inverse agonist); the endocannabinoid receptor activators, CP47497 (CB1 agonist), AM1241 (CB2 agonist), Win- 55–212-2 (CB1 and CB2 agonist) and CP55940 (CB1 and CB2 agonist); the selective and nonselective inhibitors for cyclooxygenase-1 and -2 (COX-1, COX-2), SC-560 (selective for COX-1), CAY10404 (selective for COX- 2), Ibuprofen (nonselective for COX-1 and COX-2); and the selective inhibitors for hydrolases of 2-AG, JZL 184 (selective for enzyme monoacylglycerol lipase, MAGL. Anti-bromodeoxyurine (BrdU) antibody was purchased from Roche Applied Science (Indianapolis, IN). The CellTiter 96 Non-Radioactive Cell proliferation Assay Kit™ was purchased from Promega (Madison, WI). Charcoal/dextran-treated fetal bovine serum (CFBS) was purchased from Hyclone (Logan, UT). DMEM, RPMI-1640, antibiotics (penicillin and streptomycin), and fetal bovine serum (FBS) were purchased from Atlanta Biologicals (Lawrenceville, GA).
Zhang J., Medina-Cleghorn D., Bernal-Mizrachi L., Bracci P.M., Hubbard A., Conde L., Riby J., Nomura D.K, & Skibola C.F. (2016). The potential relevance of the endocannabinoid, 2-arachidonoylglycerol, in diffuse large B-cell lymphoma. Oncoscience, 3(1), 31-41.
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3

Measuring ATGL and HSL Activities

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To determine the TG hydrolase activity of ATGL in tissue samples or cells, HSL activity can be inhibited by specific inhibitors such as NNC0076-0000-0079 (N-methyl-phenyl carbamoyl triazole, Novo Nordisk, Denmark) (Ebdrup, Sørensen, Olsen, & Jacobsen, 2004 (link); Schweiger et al., 2006 (link)) or 4-isopropyl-3-methyl-2-{1-[3-(S)-methyl-piperidin-1-yl]-methanoyl}-2H-isoxazol-5-1 (BAY; Lowe et al., 2004 (link)). Alternatively, murine ATGL can be specifically inhibited by Atglistatin (3-(4′-(Dimethylamino)-[1,1′-biphenyl]-3-yl)-N,N-dimethylurea) (Mayer et al., 2013 ). To determine MGL-independent MG hydrolase activity, the MGL-specific inhibitor JZL 184 (Cayman Chemicals, Michigan, United States, cat. no. 13158) can be used (Long, Nomura, & Cravatt, 2009 (link)). Stock solution (20 mM) of respective inhibitors is prepared in DMSO and stored at −80 °C. The inhibitors will be added to the samples prior to the addition of substrate. Full inhibition of ATGL, HSL, and MGL activity is obtained at 50 μM, 10 μM, and 100 nM, respectively. Rates obtained in the presence of inhibitors as compared to that in the absence will give a good approximation for ATGL and HSL activity, respectively.
Schweiger M., Eichmann T.O., Taschler U., Zimmermann R., Zechner R, & Lass A. (2014). Measurement of Lipolysis. Methods in enzymology, 538, 171-193.
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4

Inhibition of Neuroinflammation Pathways

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The MAGL inhibitor JZL184 (40 mg/kg) and R-flurbiprofen (9 mg/kg) were purchased from Cayman Chemicals, Ann Arbor, MI; Lumiracoxib (5 mg/kg) from Selleck Chemicals, TX, USA; and LM-4131 (10 mg/kg), was synthesized as previously described29 (link); and were administered via intraperitoneal injection (1 ml/kg DMSO) 3 h before sacrifice. LPS (Sigma-Aldrich, St. Louis, MO), was administered via intraperitoneal injection (10 ml/kg; pyrogen-free saline), with two injections of LPS given, 24 h apart. Four hours after the second injection, mice were treated with JZL184 (40 mg/kg). Mice were sacrificed 3 hours after JZL184 or DMSO injection.
Morgan A., Kingsley P.J., Mitchener M.M., Altemus M., Patrick T., Gaulden A., Marnett L.J, & Patel S. (2018). Detection of cyclooxygenase-2-derived oxygenation products of the endogenous cannabinoid 2-arachidonoylglycerol in mouse brain. ACS chemical neuroscience, 9(7), 1552-1559.
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5

Assay Protocol for Endocannabinoid Enzymes

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Dinonadecadienoin (19:2 DAG, Nu-Chek Prep, Waterville, MN, USA) was used as substrate for the DGL assay, and nonadecadienoin (19:2 MAG; Nu-Chek Prep) for the MGL assay. The following compounds were used as internal standards for both lipid extracts and enzyme assays: [2H5] 2-AG (Cayman Chemical, Ann Arbor, MI, USA) for lipid extracts and the DGL assay, heptadecanoic acid (17:1 FFA; Nu-Chek Prep) for the MGL activity assays, [2H4]-OEA (Cayman Chemical, Ann Arbor, MI, USA) and [2H4]-AEA (Cayman Chemical, Ann Arbor, MI, USA) for lipid extracts. JZL 184 (Cayman Chemical, Ann Arbor, MI, USA) was used for MGL inhibition.
Wiley M.B, & DiPatrizio N.V. (2022). Diet-Induced Gut Barrier Dysfunction Is Exacerbated in Mice Lacking Cannabinoid 1 Receptors in the Intestinal Epithelium. International Journal of Molecular Sciences, 23(18), 10549.
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6

Gastric Ulcer Inhibition Protocol

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The MAGL inhibitor JZL184 and the NSAID diclofenac sodium salt were purchased from Cayman Chemical (Ann Arbor, MI). The gastric acid secretagogue pentagastrin and the proton pump inhibitor omeprazole were purchased from Sigma Aldrich (St. Louis, MO). All compounds were dissolved in a vehicle consisting of ethanol, Cremophor (Sigma-Aldrich), and saline in a ratio of 1:1:18 parts, as described previously (Crowe et al., 2015 (link); Kinsey and Cole, 2013 (link)). All solutions were warmed to room temperature and administered per oral (p.o.), intraperitoneally (i.p.), or subcutaneously (s.c.) at a volume of 10 μl/g body mass. Diclofenac was administered p.o., consistent with clinical use in that the NSAID comes into direct contact with the lining of the stomach. omeprazole and JZL184 were administered i.p., and pentagastrin was administered s.c.
Crowe M.S, & Kinsey S.G. (2017). MAGL inhibition modulates gastric secretion and motility following NSAID exposure in mice. European journal of pharmacology, 807, 198-204.
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7

Small Molecule Acquisition and Preparation

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JZL184 (Cat. no. 13158; ≥97% purity) was purchased from Cayman Chemical. ML239 (SML0442; ≥98%), NSC23766 (SML0952; ≥97%), CP-100356 (PZ0171; ≥98%), elacridar (SML0486; ≥98%), ML210 (SML0521; ≥98%), ferrostatin-1 (SML0583; ≥95%), α-tocopherol (T3251; ≥99%), and N-acetyl-L-cysteine (A7250; ≥99%) were purchased from Sigma. YM-155 (S1130; ≥99%), obatoclax mesylate (S1057; ≥99%), and RITA (S2781; 99%) were purchased from SelleckChem. SC-26196 (4189; 99.2%), quercetin (1125; >98%), and MK-571 (2238; >96.9%) were purchased from Tocris. Austocystin D was purchased from eMolecules. The selective CYP2J2 inhibitor 1-(4-bromophenyl)-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-one was synthesized in-house according to the published methodology (>95% purity)48 (link). All small molecules were dissolved in DMSO, except N-acetylcysteine, which was dissolved in cell culture medium then adjusted to pH 7.5.
Rees M.G., Seashore-Ludlow B., Cheah J.H., Adams D.J., Price E.V., Gill S., Javaid S., Coletti M.E., Jones V.L., Bodycombe N.E., Soule C.K., Alexander B., Li A., Montgomery P., Kotz J.D., Hon C.S., Munoz B., Liefeld T., Dančík V., Haber D.A., Clish C.B., Bittker J.A., Palmer M., Wagner B.K., Clemons P.A., Shamji A.F, & Schreiber S.L. (2015). Correlating chemical sensitivity and basal gene expression reveals mechanism of action. Nature chemical biology, 12(2), 109-116.
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8

Small Molecule Acquisition and Preparation

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JZL184 (Cat. no. 13158; ≥97% purity) was purchased from Cayman Chemical. ML239 (SML0442; ≥98%), NSC23766 (SML0952; ≥97%), CP-100356 (PZ0171; ≥98%), elacridar (SML0486; ≥98%), ML210 (SML0521; ≥98%), ferrostatin-1 (SML0583; ≥95%), α-tocopherol (T3251; ≥99%), and N-acetyl-L-cysteine (A7250; ≥99%) were purchased from Sigma. YM-155 (S1130; ≥99%), obatoclax mesylate (S1057; ≥99%), and RITA (S2781; 99%) were purchased from SelleckChem. SC-26196 (4189; 99.2%), quercetin (1125; >98%), and MK-571 (2238; >96.9%) were purchased from Tocris. Austocystin D was purchased from eMolecules. The selective CYP2J2 inhibitor 1-(4-bromophenyl)-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-one was synthesized in-house according to the published methodology (>95% purity)48 (link). All small molecules were dissolved in DMSO, except N-acetylcysteine, which was dissolved in cell culture medium then adjusted to pH 7.5.
Rees M.G., Seashore-Ludlow B., Cheah J.H., Adams D.J., Price E.V., Gill S., Javaid S., Coletti M.E., Jones V.L., Bodycombe N.E., Soule C.K., Alexander B., Li A., Montgomery P., Kotz J.D., Hon C.S., Munoz B., Liefeld T., Dančík V., Haber D.A., Clish C.B., Bittker J.A., Palmer M., Wagner B.K., Clemons P.A., Shamji A.F, & Schreiber S.L. (2015). Correlating chemical sensitivity and basal gene expression reveals mechanism of action. Nature chemical biology, 12(2), 109-116.
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9

Pharmacological Modulation of Cannabinoid Signaling

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Δ9-tetrahydrocannabinol (THC) and rimonabant (SR141716A) were generously provided by the National Institute on Drug Abuse Drug Supply Program (Bethesda, MD). ZCZ011 was purchased from Axon Medchem (Reston, VA). JZL184 and diclofenac sodium salt were purchased from Cayman Chemical (Ann Arbor, MI). All drugs were dissolved in a vehicle composed of 5% ethanol, 5% Cremophor (Sigma-Aldrich, St. Louis, MO), and 90% normal saline (Kinsey and Cole, 2013 (link)). ZCZ011 was administered 75 min prior to testing in spontaneous withdrawal experiments, final THC injection in precipitated withdrawal experiments, or diclofenac gavage in ulcer experiments (Ignatowska-Jankowska et al., 2015 (link)). JZL184 was administered 120 min prior to diclofenac gavage (Crowe and Kinsey, 2017 (link); Long et al., 2009 (link)). Doses were based on pilot data as well as published reports for ZCZ011 (Ignatowska-Jankowska et al., 2015 (link)) and JZL184 (Schlosburg et al., 2014 (link)). All solutions were warmed to room temperature before administration at a volume of 10 μl/g body mass.
KR T., ML E, & SG K. (2018). CB1 positive allosteric modulation attenuates Δ9-THC withdrawal and NSAID-induced gastric inflammation. Pharmacology, biochemistry, and behavior, 177, 27-33.
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10

Neuromolecular Synthesis and Pharmacological Targets

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NMP-7 was synthesized at the Core Laboratory for Neuromolecular Production at the University of Montana. NMP-7 was dissolved in DMSO (to a maximum of 5%) and PBS. Selective CB1 antagonist AM281, irreversible inhibitor of monoacylglycerol lipase JZL184 [32 (link), 33 (link)], selective CB2 antagonist AM630, and the irreversible inhibitor of fatty acid amide hydrolase URB597 [34 (link)] were provided by Cayman Chemical, and dissolved in phosphate buffered saline (PBS) and dimethyl sulfoxide (DMSO) to 5%. Complete Freund’s Adjuvant (CFA), o-Dianisidine and DMSO were supplied by Sigma Aldrich. The myeloperoxidase (MPO) assay standard was supplied by Calbiochem (EMD Millipore).
Berger N.D., Gadotti V.M., Petrov R.R., Chapman K., Diaz P, & Zamponi G.W. (2014). NMP-7 inhibits chronic inflammatory and neuropathic pain via block of Cav3.2 T-type calcium channels and activation of CB2 receptors. Molecular Pain, 10, 77.
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