12 cyclohexylamino carbonyl amino dodecanoic acid cuda

Manufactured by Cayman Chemical

Sourced in United States

12-[[(cyclohexylamino)carbonyl]amino]-dodecanoic acid (CUDA) is a synthetic organic compound. It serves as a potent and selective inhibitor of the enzyme fatty acid amide hydrolase (FAAH).

Automatically generated - may contain errors

Lab products found in correlation

Formic acid, by Thermo Fisher Scientific (3 mentions) Lc ms grade acetonitrile, by Thermo Fisher Scientific (3 mentions) Lc ms grade methanol, by Thermo Fisher Scientific (2 mentions) Lc ms grade water, by Thermo Fisher Scientific (2 mentions) Milli q gradient system, by Merck Group (2 mentions) Ammonium formate, by Thermo Fisher Scientific (2 mentions) Acquity uplc hss pfp column, by Waters Corporation (2 mentions) Deuterium labeled das das d6, by Santa Cruz Biotechnology (2 mentions) 4 phenyl 1 2 4 triazoline 3 5 dione ptad, by Merck Group (1 mentions) Ammonium acetate, by Thermo Fisher Scientific (1 mentions) Glycerol, by Thermo Fisher Scientific (1 mentions) 9 12 13 trihome, by Larodan (1 mentions) Butylhydroxytoluene bht, by Cayman Chemical (1 mentions) Acetonitrile acn, by Merck Group (1 mentions) Methanol meoh, by Merck Group (1 mentions) Isopropanol, by Scharlab (1 mentions) Pyridine, by Avantor (1 mentions) Hexadecane, by Merck Group (1 mentions) Methanol, by Scharlab (1 mentions) Acetonitrile and water, by Avantor (1 mentions)

7 protocols using 12 cyclohexylamino carbonyl amino dodecanoic acid cuda

Vitamin D Metabolite Quantification

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Reference standards and deuterium labeled internal standards for vitamin D metabolites were purchased from Medical Isotopes Inc. (Pelham, NH). An ACQUITY Charged Surface Hybrid (CSH) C18 (2.1 mm, 150mm, 1.7μm) and 96-well Ostro™ plates (25mg) were purchased from Waters (Milford, MA). Derivatization reagent 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) was purchased from Sigma-Aldrich (St. Louis, MO). 12-[[(cyclohexylamino)carbonyl]-amino]-dodecanoic acid (CUDA) was purchased from Cayman Chemical (Ann Arbor, MI). Formic acid, ammonium acetate, LC-MS grade water, LC-MS grade methanol, and LC-MS grade acetonitrile were purchased from Fisher Scientific (Hampton, NH). Pooled human plasma collected from at least 10 healthy drug free individuals was purchased from BioIVT (Westbury, NY). Standard reference material (SRM) 972a was purchased from the National Institute of Standards and Technology (NIST) (Gaithersburg, MD).

DeFelice B.C., Pedersen T.L., Shorrosh H., Johnson R.K., Seifert J.A., Norris J.M, & Fiehn O. (2019). Utilizing cooled liquid chromatography and chemical derivatization to separate and quantify C3-epimers of 25-hydroxy vitamin D and low abundant 1α,25(OH)2D3: application in a pediatric population. The Journal of steroid biochemistry and molecular biology, 197, 105519.

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Oxylipin and Endocannabinoid Profiling

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Most native and deuterated standards for analysis of oxylipins, endocannabinoids, and endocannabinoid-related lipids, including 12-[[(cyclohexylamino)carbonyl]amino]-dodecanoic acid (CUDA) used for recovery calculation purposes, were obtained from Cayman Chemical (Ann Arbor, MI, USA). Only 9,10,13-trihydroxyoctadecenoic acid (TriHOME) and 9,12,13-TriHOME were obtained from Larodan (Malmö, Sweden). Acetonitrile (ACN) and methanol (MeOH) were from Merck (Darmstadt, Germany). Isopropanol was from VWR PROLABO (Fontenay-sous-Bois, France). Acetic acid was purchased from Aldrich Chemical Company, Inc. (Milwaukee, WI, USA). Butylhydroxytoluene (BHT) was from Cayman Chemical (Ann Arbor, MI, USA) and ethylenediaminetetraacetic acid (EDTA) from Fluka Analytical, Sigma-Aldrich (Buchs, Switzerland). Glycerol was from Fischer Scientific (Loughborough, UK). All solvents and chemicals were of HPLC grade or higher and ultrapure water was used (Milli-Q Gradient system, Millipore, Milford, MA, USA).

Gouveia-Figueira S., Karimpour M., Bosson J.A., Blomberg A., Unosson J., Pourazar J., Sandström T., Behndig A.F, & Nording M.L. (2017). Mass spectrometry profiling of oxylipins, endocannabinoids, and N-acylethanolamines in human lung lavage fluids reveals responsiveness of prostaglandin E2 and associated lipid metabolites to biodiesel exhaust exposure. Analytical and Bioanalytical Chemistry, 409(11), 2967-2980.

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Lipidomics Analysis: Detailed Protocols

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For the analysis, LC-MS-grade solvents and reagents were used. Formic acid, ammonium formate, tert-Butyl methyl ether, BSTFA, methoxyamine, Hexadecane, and tridecanoic acid were procured from Merck (Darmstad, Germany), pyridine, water and acetonitrile were from VWR (Milano, Italy), and methanol and isopropanol were from Scharlab (Barcelona, Spain). As internal standards for lipidomics analysis we employed the SPLASH Lipidomix^® [PC 15:0-18:1(d7); PE 15:0-18:1(d7); PS 15:0-18:1(d7); PG 15:0-18:1(d7); PG 15:0-18:1(d7); PA 15:0-18:1(d7); LysoPC 18:1(d7); LysoPE 18:1(d7); Chol Ester 18:1 (d7); 18:1(d7) MG; DG 15:0-18:1(d7); TG 15:0-18:1(d7)-15:0; SM 18:1(d9); Cholesterol (d7)]; DG 12:0-12:0 (Avanti Polar Lipids, Alabaster, AL, USA); and 12-[[(cyclohexylamino)carbonyl]amino]-dodecanoic acid (CUDA) (Cayman Chemicals, Ann Arbor, MI, USA).

Barberis E., Timo S., Amede E., Vanella V.V., Puricelli C., Cappellano G., Raineri D., Cittone M.G., Rizzi E., Pedrinelli A.R., Vassia V., Casciaro F.G., Priora S., Nerici I., Galbiati A., Hayden E., Falasca M., Vaschetto R., Sainaghi P.P., Dianzani U., Rolla R., Chiocchetti A., Baldanzi G., Marengo E, & Manfredi M. (2020). Large-Scale Plasma Analysis Revealed New Mechanisms and Molecules Associated with the Host Response to SARS-CoV-2. International Journal of Molecular Sciences, 21(22), 8623.

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Quantification of N1-acetylspermine and N8-acetylspermidine

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N¹-acetylspermine (ASP) and N⁸-acetylspermidine (ASD) standards were purchased from Sigma-Aldrich (St. Louis, MO, USA). (N¹,N¹²-diacetylspermine) DAS was synthesized in-house, and confirmed via liquid chromatography retention time matching and tandem MS/MS spectral-matching. Deuterium-labeled DAS (DAS-d6) was purchased from Santa Cruz Biotechnology Inc. (Dallas, TX, USA). Ammonium formate, LC-MS grade acetonitrile, water, formic acid, and methanol were purchased from Fisher Scientific (Hampton, NH, USA). Chromatographic separation was attained using an ACQUITY UPLC HSS PFP column (1.8 μm particle size, 2.1 mm, 100 mm) purchased from Waters Corporation (Milford, MA, USA). One milliliter, 96-well plates were purchased from Eppendorf (Hamburg, Germany). 96-well 0.2-micron PVDF filter plates were obtained from Agilent (Santa Clara, CA, USA). 12-[[(cyclo-hexylamino) carbonyl]amino]-dodecanoic acid (CUDA) was purchased from Cayman Chemicals (Ann Arbor, MI, USA). Urine and saliva were provided by Dr. Peter Belafsky with appropriate IRB approval (#708419).

DeFelice B.C., Fiehn O., Belafsky P., Ditterich C., Moore M., Abouyared M., Beliveau A.M., Farwell D.G., Bewley A.F., Clayton S.M., Archard J.A., Pavlic J., Rao S., Kuhn M., Deng P., Halmai J., Fink K.D., Birkeland A.C, & Anderson J.D. (2022). Polyamine Metabolites as Biomarkers in Head and Neck Cancer Biofluids. Diagnostics, 12(4), 797.

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Quantitative Analysis of Biomarkers

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Reference standards for ASP and ASD were purchased from Sigma-Aldrich (St. Louis, MO). DAS was synthesized in-house and confirmed by liquid chromatography retention time matching and tandem MS/MS spectral matching. Deuterium labeled DAS (DAS-d6) was purchased from Santa Cruz Biotechnology Inc. (Dallas, TX). Formic acid, ammonium formate, LC-MS grade acetonitrile, LC-MS grade water, and LC-MS grade methanol were purchased from Fisher Scientific (Hampton, NH). Chromatographic separation was achieved using an ACQUITY UPLC HSS PFP column (1.8 μm particle size, 2.1 mm, 100 mm) purchased from Waters Corp. (Milford, MA). 1 mL, 96-well extraction plates were purchased from Eppendorf (Hamburg, Germany). 96-well PVDF filter plates were purchased from Agilent Technologies (Santa Clara, CA). 12-[[(cyclohexylamino)carbonyl]amino]-dodecanoic acid (CUDA) was purchased from Cayman Chemical (Ann Arbor, MI). Urine and blood plasma were purchased from BioIVT (Westbury, NY), saliva was provided and used by permission from Dr. Peter Belafsky (UC Davis, M.D, PhD) with appropriate IRB approval.

DeFelice B.C, & Fiehn O. (2018). Rapid LC-MS/MS quantification of cancer related acetylated polyamines in human biofluids. Talanta, 196, 415-419.

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Lipidomic Analytical Standards Protocol

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The eCB analytical standards, the oxylipin analytical standards, and 12- (cyclohexylamino)carbonyl[amino]-dodecanoic acid (CUDA) were purchased from Cayman Chemicals (Ann Arbor, MI, USA). Acetonitrile (ACN) and methanol (MeOH) were acquired from Merck (Darmstadt, Germany). Isopropanol was obtained from VWR PROLABO (Fontenay-sous-Bois, France). Acetic acid was purchased from Aldrich Chemical Company, Inc. (Milwaukee, WI, USA). All solvents were of HPLC grade or higher. Water was purified by a Milli-Q Gradient system (Millipore, Milford, MA, USA). Oasis HLB cartridges (3 cc, 60 mg) were obtained from Waters (Milford, MA, USA).

Diab J., Al-Mahdi R., Gouveia-Figueira S., Hansen T., Jensen E., Goll R., Moritz T., Florholmen J, & Forsdahl G. (2018). A Quantitative Analysis of Colonic Mucosal Oxylipins and Endocannabinoids in Treatment-Naïve and Deep Remission Ulcerative Colitis Patients and the Potential Link With Cytokine Gene Expression. Inflammatory Bowel Diseases, 25(3), 490-497.

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Synthesis of Mesylate Oxime Salts

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Mesylate salts of the oximes were custom synthesized to >97% purity by SRI International (Menlo Park, CA) utilizing methods originally described by the late Dr. Howard Chambers at Mississippi State University (Chambers et al., 2016a). 12-[[(cyclohexylamino)carbonyl]amino]-dodecanoic acid (CUDA) was purchased from Cayman Chemical Company (Ann Arbor, MI). Nicotinamide adenine dinucleotide phosphate tetrasodium salt (NADPH) and Trizma base were purchased from Sigma-Aldrich (St. Louis, MO). Magnesium chloride hexahydrate and all solvents (Optima® LC/MS grade) were purchased from ThermoFisher Scientific (Waltham, MA).

Backer B.S., Meek E.C., Ross M.K, & Chambers J.E. (2022). Pharmacokinetics of Three Novel Pyridinium Aldoxime Acetylcholinesterase Reactivators in Female Rats. Toxicology and applied pharmacology, 446, 116046.

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