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Urocanic acid

Manufactured by Merck Group
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Urocanic acid is a naturally occurring compound found in the skin. It is a key intermediate in the histidine metabolic pathway and plays a role in ultraviolet light protection. Urocanic acid has various applications in research and laboratory settings.

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Lab products found in correlation

Formic acid, by Merck Group (2 mentions) Tyramine, by Merck Group (1 mentions) Lc grade methanol, by Merck Group (1 mentions) Milli q system, by Merck Group (1 mentions) Acetonitrile, by Merck Group (1 mentions) Formic acid, by Junsei (1 mentions) Sodium nitrite, by Merck Group (1 mentions) Vybrant mtt cell proliferation assay kit mtt, by Thermo Fisher Scientific (1 mentions) Gelred, by Biotium (1 mentions) 2 n morpholino ethanesulfonic acid sodium salt mes, by Merck Group (1 mentions) Chitosan, by Merck Group (1 mentions) 4 amino cinnamic acid, by Merck Group (1 mentions) Cinnamic acid, by Merck Group (1 mentions) Uv vis spectrophotometer, by Jasco (1 mentions) Hp1100, by Agilent Technologies (1 mentions) Tryptophan, by Merck Group (1 mentions) L fucose, by Merck Group (1 mentions) Cholic acid, by Merck Group (1 mentions) Hippuric acid, by Merck Group (1 mentions) Linoleic acid, by Merck Group (1 mentions)

6 protocols using urocanic acid

1

Metabolite Standard Preparation Protocol

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The organic solvents acetonitrile and methanol (LC grade) were purchased from Merck (Darmstadt, Germany). Formic acid was purchased from Junsei Chemical Co., Ltd. (Tokyo, Japan). Distilled water was produced through a Milli-Q system (Millipore, Billerica, MA, USA). The metabolite standard compounds, adenosine 3′, 5′-cyclic monophosphate (cAMP), quercetin, tyramine, and urocanic acid were purchased from Sigma-Aldrich (St. Louise, MO, USA).
Do E.Y., Gwon M.R., Kim B.K., Ohk B., Lee H.W., Kang W.Y., Seong S.J., Kim H.J, & Yoon Y.R. (2017). Metabolomic analysis of healthy human urine following administration of glimepiride using a liquid chromatography-tandem mass spectrometry. Translational and Clinical Pharmacology, 25(2), 67-73.
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2

Brucella abortus Culture Conditions

Cited 1 time
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Brucella abortus 2308 wild-type or the isogenic deletion mutant B. abortus ΔvjbR strain were cultured in Tryptic soy broth (TSB) 5 mM nalidixic acid, or incubated in MM1 medium (22 (link)) pH 5.5 in the presence of 5 mM urocanic acid (Sigma-Aldrich) at 37°C in a rotary shaker (250 rpm).
Kleinman C.L., Sycz G., Bonomi H.R., Rodríguez R.M., Zorreguieta A, & Sieira R. (2017). ChIP-seq analysis of the LuxR-type regulator VjbR reveals novel insights into the Brucella virulence gene expression network. Nucleic Acids Research, 45(10), 5757-5769.
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3

Chitosan-based siRNA Delivery System

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Chitosan, urocanic acid, sodium nitrite, 2-(N-morpholino) ethanesulfonic acid sodium salt (MES), 1-ethyl-3-(diethylaminopropyl)carbodiimide (EDC), N-hydroxysuccinimide (NHS), lipopolysaccharides (LPS) from Salmonella enteric serotype typhimurium were purchased from Sigma-Aldrich (St. Louis, USA). Molecular weight of Chitosan was tailored by depolymerization using sodium nitrite following a reported method [28 (link)]. Viscosity-average molecular weight of the resultant Chitosan was measured as 1.8×104 using a 0.5 M CH3COOH/0.2 M CH3COONa solvent system [29 ]. Oligofectamine™ (OF), 4′,6-diamidino-2-phenyl-indole dihydrochloride (DAPI), FITC fluorescently tagged siRNA (FITC-siRNA) and Vybrant® MTT cell proliferation assay kit (MTT) were obtained from Invitrogen (Eugene, USA). GelRed was from Biotium (Hayward, USA). siCD98 was purchased from Santa Cruz Biotechnology (Santa Cruz, USA). All commercial products were used without further purification.
Xiao B., Ma P., Viennois E, & Merlin D. (2016). Urocanic acid-modified chitosan nanoparticles can confer anti-inflammatory effect by delivering CD98 siRNA to macrophages. Colloids and surfaces. B, Biointerfaces, 143, 186-193.
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4

Metabolite Quantification Workflow

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Homocitrulline, citrulline, arginine, and α-amino-adipic acid were obtained from MetaSci (Toronto, Canada). Urocanic acid and reference compounds were acquired from Sigma-Aldrich (St. Louis, USA). Stock solutions were prepared by dissolving the samples in 50:50 MeOH-H2O (LC-MS grade, obtained from Sigma-Aldrich (St. Louis, USA)). Approximately 0.5% of formic acid (LC-MS grade, obtained from Sigma-Aldrich (St. Louis, USA)) was added to promote protonation.
van Tetering L., Spies S., Wildeman Q.D., Houthuijs K.J., van Outersterp R.E., Martens J., Wevers R.A., Wishart D.S., Berden G, & Oomens J. (2024). A spectroscopic test suggests that fragment ion structure annotations in MS/MS libraries are frequently incorrect. Communications Chemistry, 7, 30.
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5

Enzymatic Oxidation of Cinnamic Acid Derivatives

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Cinnamic acid, 2-trifluoroCinnamic acid, 3-(3-pyridyl)acrylic acid, phenylpropiolic acid, 3,4-methylenedioxyCinnamic acid, N,N-dimethylaminoCinnamic acid, urocanic acid, 4-aminocin-namic acid and perdeuterated Cinnamic acid (C6D5–CD=CD–COOH) were from Sigma (St. Louis, MO); bovine catalase was from Worthington (Lakewood, NJ); and [ring-14C6]-trans-Cinnamic acid (specific activity of 50–60 mCi/mmol and 0.1 mCi/mL) was from American Radiolabeled Chemicals (St. Louis, MO). Recombinant rat bifunctional PAM was a gift from Unigene Laboratories, Inc. (Fairfield, NJ), was greater than 95% pure as judged by SDS polyacrylamide electrophoresis (Figure S1, Supplementary material) and had a specific activity of ≥4.0 μmol of O2 consumed/min/mg at 37°C under standard assay conditions50 (link). All other reagents were of the highest quality commercially available.
Oxygen consumption was monitored using a Yellow Springs Instrument Model 5300 (Yellow Springs, OH) oxygen monitor. Spectrophotometric studies were performed on a JASCO UV-VIS spectrophotometer (Easton, MD). HPLC separations were performed on an Agilent HP 1100 (Santa Clara, CA), equipped with a four-channel solvent mixing system, a quaternary pump and either a variable wavelength UV detector or a Gilson Model 121 fluorimeter.
McIntyre N.R., Lowe EW J.r., Battistini M.R., Leahy J.W, & Merkler D.J. (2015). Inactivation of peptidylglycine α-hydroxylating monooxygenase by cinnamic acid analogs. Journal of enzyme inhibition and medicinal chemistry, 31(4), 551-562.
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6

Bioactive Metabolite Profiling with HPLC

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High-performance LC (HPLC)-grade acetonitrile (ACN) and formic acid (FA) were obtained from Merck (Germany). Standard compounds, including L-phenylalanine, hippuric acid, hydrocortisone, estrone, tryptophan, cholic acid, linoleic acid, urocanic acid, L-fucose, L-carnitine, uric acid, deoxycytidine, cAMP, and cGMP were purchased from Sigma-Aldrich (USA). Phenylacetylglutamine, trioxymethylanthraquinone, and 2-hydroxybenzoic acid were purchased from the National Institute for the Control of Pharmaceutical and Biological Products (China).
Xu J., Chen Y., Zhang R., He J., Song Y., Wang J., Wang H., Wang L., Zhan Q, & Abliz Z. (2016). Global metabolomics reveals potential urinary biomarkers of esophageal squamous cell carcinoma for diagnosis and staging. Scientific Reports, 6, 35010.
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