Urocanic acid
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| Category | Antibiotics |
| Catalog number | BBF-03432 |
| CAS | 104-98-3 |
| Molecular Weight | 138.12 |
| Molecular Formula | C6H6N2O2 |
| Purity | 99% |
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Description
It is produced by the strain of Bac. subtilis var. theronophilus. Urocanic acid has an inhibitory effect on Eichner's ascites pain in animals.
Specification
| Synonyms | 4-imidazoleacrylic acid; trans-Urocanic acid; 5-Imidazoleacrylic acid; (2E)-3-(1H-IMIDAZOL-4-YL)ACRYLIC ACID; 3-(1H-Imidazol-4-yl)-2-propenoic acid; NSC 66357 |
| Storage | Store at RT |
| IUPAC Name | (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid |
| Canonical SMILES | C1=C(NC=N1)C=CC(=O)O |
| InChI | InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+ |
| InChI Key | LOIYMIARKYCTBW-OWOJBTEDSA-N |
Properties
| Appearance | Columnar Crystal |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 253.51°C at 760 mmHg |
| Melting Point | 243-245°C |
| Density | 1.3471 g/cm3 |
| Solubility | Soluble in hydrochloride. |
Reference Reading
1.pH Gradient Reversal: An Emerging Hallmark of Cancers.
Sharma M1, Astekar M, Soi S, Manjunatha BS, Shetty DC, Radhakrishnan R. Recent Pat Anticancer Drug Discov. 2015;10(3):244-58.
Several tumors exhibit pH gradient reversal, with acidification of extracellular pH (pHe) and alkalinization of intracellular pH (pHi). The pH gradient reversal is evident even during the preliminary stages of tumorigenesis and is crucial for survival and propagation of tumors, irrespective of their pathology, genetics and origins. Moreover, this hallmark seems to be present ubiquitously in all malignant tumors. Based on these facts, we propose a new emerging hallmark of cancer "pH gradient reversal". Normalizing pH gradient reversal through inhibition of various proton transporters such as Na(+)-H(+) exchanger (NHE), Vacuolar-type H(+)-ATPase (V-ATPase), H(+)/K(+)-ATPases and carbonic anhydrases (CAs) has demonstrated substantial therapeutic benefits. Indeed, inhibition of NHE1 is now being regarded as the latest concept in cancer treatment. A recent patent deals with the utilization of cis-Urocanic acid to acidify the pHi and induce apoptosis in tumors.
2.Intravesical treatment with cis-urocanic acid improves bladder function in rat model of acute bladder inflammation.
Konkol Y1,2, Bernoulli J1, Streng T3, Jääskeläinen K4, Laihia J4, Leino L4. Neurourol Urodyn. 2015 Jul 14. doi: 10.1002/nau.22818. [Epub ahead of print]
AIMS: The aim was to study the effect of intravesically instilled cis-urocanic acid (cis-UCA) on bladder function in an experimental rat model of acute bladder inflammation. Hyaluronic acid (HA) was used as a comparator compound.
3.Filaggrin-null mutations are associated with increased maturation markers on Langerhans cells.
Leitch CS1, Natafji E2, Yu C2, Abdul-Ghaffar S3, Madarasingha N1, Venables ZC2, Chu R4, Fitch PM2, Muinonen-Martin AJ5, Campbell LE6, McLean WH6, Schwarze J2, Howie SE2, Weller RB7. J Allergy Clin Immunol. 2016 Feb 27. pii: S0091-6749(16)00118-4. doi: 10.1016/j.jaci.2015.11.040. [Epub ahead of print]
BACKGROUND: Mutations in the gene encoding filaggrin (FLG), an epidermal structural protein, are the strongest risk factor identified for the development of atopic dermatitis (AD). Up to 50% of patients with moderate-to-severe AD in European populations have FLG-null alleles compared with a general population frequency of 7% to 10%.
4.Determination of biogenic amines in beer and wine by capillary electrophoresis-tandem mass spectrometry.
Daniel D1, Dos Santos VB2, Vidal DT3, do Lago CL4. J Chromatogr A. 2015 Oct 16;1416:121-8. doi: 10.1016/j.chroma.2015.08.065. Epub 2015 Sep 3.
A capillary electrophoresis-tandem mass spectrometry (CE-MS/MS) method for the simultaneous assessment of nine biogenic amines (spermine, spermidine, putrescine, cadaverine, histamine, phenylethylamine, tryptamine, tyramine, and urocanic acid) in commercial samples of beer and wine is introduced. The samples were submitted to a simple clean-up step with poly(vinylpolypyrrolidone) followed by filtration. Electrophoretic separation in a polyvinyl alcohol (PVA)-coated capillary using 0.5 mol L(-1) acetic acid (pH 2.5) as background electrolyte and detection by electrospray-tandem mass spectrometry was employed. The range of the correlation coefficients of the calibration curves of the analyzed compounds was 0.996-0.999, and the limits of detection and limits of quantification were in the range of 1-2 μg L(-1) and 3-8 μg L(-1), respectively. The recovery values for samples spiked at three concentration levels (0.2, 0.5, and 1.0 mg L(-1)) ranged from 87 to 113% with standard deviation not greater than 5.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
