7 hydroxyimino cyclopropa b chromen 1a carboxylate ethyl ester cpccoet

Manufactured by Bio-Techne

Sourced in Australia

7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxylate ethyl ester (CPCCOEt) is a chemical compound used in laboratory research. It functions as a selective antagonist for metabotropic glutamate receptor 1 (mGluR1). The core purpose of this compound is to facilitate the study of mGluR1 signaling pathways and their associated biological processes.

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Lab products found in correlation

Picrotoxin, by Merck Group (1 mentions) Dl threo β benzyloxyaspartic acid tboa, by Bio-Techne (1 mentions) 6 cyano 7 nitroquinoxaline 2 3 dione disodium salt hydrate cnqx, by Merck Group (1 mentions) N piperidin 1 yl 5 4 iodophenyl 1 2 4 dichlorophenyl 4 methyl 1h pyrazole 3 carboxamide am251, by Bio-Techne (1 mentions) Fetal bovine serum (fbs), by Thermo Fisher Scientific (1 mentions) S 3 5 dihydroxyphenylglycine dhpg, by Bio-Techne (1 mentions) 3 2 methyl 1 3 thiazol 4 yl ethynyl pyridine hydrochloride mtep, by Bio-Techne (1 mentions) Dulbecco s modified eagle s medium dmem, by Thermo Fisher Scientific (1 mentions) Neurobasal medium, by Thermo Fisher Scientific (1 mentions) Fluo 4 am, by Thermo Fisher Scientific (1 mentions) Glutamate, by Merck Group (1 mentions) 6 cyano 7 nitroquinoxaline 2 3 dione cnqx, by Bio-Techne (1 mentions) D 2 amino 5 phosphonopentanoic acid apv, by Bio-Techne (1 mentions)

3 protocols using 7 hydroxyimino cyclopropa b chromen 1a carboxylate ethyl ester cpccoet

Pharmacological Modulation of Synaptic Signaling

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Unless specified otherwise, all drugs were prepared as concentrated stock solutions and stored at −20 or −80°C before use. Picrotoxin, guanosine 5′-[β-thio] diphosphate trilithium salt (GDP-βS), guanosine 5’-[γ-thio]triphosphate tetralithium salt (GTP-γS), and 6-Cyano-7- nitroquinoxaline-2,3-dione disodium salt hydrate (CNQX) were purchased from Sigma-Aldrich. JZL184 was synthesized at Scripps Research Institute (Long et al., 2009 (link)). N-(Piperidin-1-yl) -5-(4-iodophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide (AM251), 7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxylate ethyl ester (CPCCOEt), and DL-threo-β-benzyloxyaspartic acid (TBOA) were purchased from Tocris Bioscience. BAPTA-tetrapotassium was purchased from Life Technologies.

Chen Y., Liu X., Vickstrom C.R., Liu M.J., Zhao L., Viader A., Cravatt B.F, & Liu Q.S. (2016). Neuronal and Astrocytic Monoacylglycerol Lipase Limit the Spread of Endocannabinoid Signaling in the Cerebellum. eNeuro, 3(3), ENEURO.0048-16.2016.

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Metabotropic Glutamate Receptor Ligand Assay

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Dulbecco’s modified Eagle’s medium (DMEM), Neurobasal medium, Fluo-4-AM and antibiotics were purchased from Invitrogen (Carlsbad, CA). Fetal bovine serum (FBS) was sourced from Thermo Electron Corporation (Melbourne, Australia). IP-ONE HTRF® assay kit was purchased from Cisbio, Genesearch (Arundel, Australia). Select mGlu₅ ligands: 2-(1,3-benzoxazol-2-ylamino)-4-(4-fluorophenyl)pyrimidine-5-carbonitrile (VU0366058), 2-[2-(3-methoxyphenyl)ethynyl]-5-methylpyridine (M-5MPEP), 3-Fluoro-N-(4-methyl-2-thiazolyl)-5-(5-pyrimidinyloxy)benzamide (VU0409106), and N-(3-chloro-2-fluorophenyl)-3-cyano-5-fluorobenzamide (VU0366248) were synthesized as previously described (Felts et al., 2013 (link); Mueller et al., 2012 (link); Rodriguez et al., 2005 (link); Sharma et al., 2008 (link)). (S)-3,5-dihydroxyphenylglycine (DHPG), 3-((2-methyl-1,3-thiazol-4-yl)ethynyl)pyridine hydrochloride (MTEP), and 7-(hydroxyimino)cyclopropa[b]chromen-1a-carboxylate ethyl ester (CPCCOEt) were purchased from Tocris Bioscience (Melbourne, Australia) and dipraglurant (ADX 48621) from ApexBio (Houston, TX). [³H]methoxy-PEPy was custom synthesized by Quotient Bioresearch (Rushden, Northamptonshire, UK) using the previously reported synthetic route (Cosford et al., 2003). Unless otherwise stated, all other reagents were purchased from Sigma-Aldrich (St. Louis, MO) and were of analytical grade.

Sengmany K., Hellyer S.D., Albold S., Wang T., Jeffrey Conn P., May L.T., Christopoulos A., Leach K, & Gregory K.J. (2019). Kinetic and system bias as drivers of metabotropic glutamate receptor 5 allosteric modulator pharmacology. Neuropharmacology, 149, 83-96.

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Calcium Imaging of Striatal Neuron Responses

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DIV 11–15 striatal neurons grown on coverslips were loaded with Ca²⁺ fluorophore Oregon Green 488 BAPTA-1 AM, imaged and quantitated as described [13 (link), 15 (link), 26 (link)]. Glutamate (Sigma-Aldrich, St. Louis, MO) was added at various concentrations in the presence of D-(-)-2-Amino-5-phosphonopentanoic acid (APV, NMDA receptor antagonist, 100 μM, Tocris); 6-Cyano-7-nitroquinoxaline-2,3-dione (CNQX, AMPA/Kainate receptor antagonist, 20 μM, Tocris); (2S)-2-Amino-2-[(1S,2S)-2-carboxycycloprop-1-yl]-3-(xanth-9-yl) propanoic acid (LY341495, Group 2/3 mGluR antagonist, 100 nM, Tocris); and 7-(Hydroxyimino)cyclopropa[b]chromen-1a-carboxylate ethyl ester (CPCCOEt, mGluR1 antagonist, 20 μM, Tocris) to detect mGluR5 specific Ca²⁺ responses.

Jong Y.J, & O’Malley K.L. (2016). Mechanisms Associated with Activation of Intracellular Metabotropic Glutamate Receptor, mGluR5. Neurochemical Research, 42(1), 166-172.

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