CAS Number2922-83-0
Synonyms(S)-α,2-diamino-γ-oxo-Benzenebutanoic acid; (S)-a,2-diamino-g-oxo-Benzenebutanoic acid; 3-Anthraniloyl-L-alanine; L-3-(o-Aminobenzoyl)alanine; 3-anthraniloyl-alanine; 3-Anthraniloylalanine; L-KYNURENINE; (2S)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid; (S)-a,2-diamino-γ-oxo-Benzenebutanoic acid; Kynurenine; L-Kynurenin; (S)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid; MFCD00069912; (S)-α,2-Diamino-γ-oxobenzenebutanoic acid
Molecular FormulaC10H12N2O3
Molecular Weight208.214
Density1.3±0.1 g/cm3
Boiling Point466.6±45.0 °C at 760 mmHg
Melting Point302.49° C
AppearanceLight yellow crystal
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2922-83-0 |
| Catalog No. | 2A-1172647 |
| Chinese Name | L-犬尿氨酸 |
| Synonyms | (S)-α,2-diamino-γ-oxo-Benzenebutanoic acid; (S)-a,2-diamino-g-oxo-Benzenebutanoic acid; 3-Anthraniloyl-L-alanine; L-3-(o-Aminobenzoyl)alanine; 3-anthraniloyl-alanine; 3-Anthraniloylalanine; L-KYNURENINE; (2S)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid; (S)-a,2-diamino-γ-oxo-Benzenebutanoic acid; Kynurenine; L-Kynurenin; (S)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid; MFCD00069912; (S)-α,2-Diamino-γ-oxobenzenebutanoic acid |
| Molecular Formula | C10H12N2O3 |
| Molecular Weight | 208.214 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 466.6±45.0 °C at 760 mmHg |
| Melting Point | 302.49° C |
| Appearance | Light yellow crystal |
| Storage Condition | Sealed in a cool, dry environment |
| Application | L-Kynurenine is a metabolite of L-tryptophan. It is an aryl hydrocarbon receptor agonist. |
| HTC | 2922509090 |
| PubChem ID | 3622 |
| SMILES | Nc1ccccc1C(=O)CC(N)C(=O)O |
| InChI | InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1 |
| InChI Key | YGPSJZOEDVAXAB-QMMMGPOBSA-N |
| Hazard Symbols | transportation |
| MSDS | msds/172925_2_2922_83_0.pdf |
| Bioactivity | L-Kynurenine is a metabolite of the amino acid L-tryptophan. L-Kynurenine is an aryl hydrocarbon receptor agonist. Related Catalog Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor Research Areas >> Cancer Research Areas >> Cardiovascular Disease Research Areas >> Neurological Disease Natural Products >> Others Research Areas >> Inflammation/Immunology Target Human Endogenous Metabolite In Vitro Kynurenine and its further breakdown products carry out diverse biological functions, including dilating blood vessels during inflammation and regulating the immune response. Some cancers increase kynurenine production, which increases tumor growth. L-kynurenine (Kyn) is an aryl hydrocarbon receptor (AHR) agonist that activates AHR-directed, naive T cell polarization to the anti-inflammatory Treg phenotype. Kynurenine activates AHR signaling at physiological concentrations in H1L7.5c3 cells and acts as an AHR agonist after a 24-hr exposure by inducing the AHR-regulated luciferase gene in H1L7.5c3 mouse hepatocyte cells[1]. In Vivo Kynurenine dilates arteries from rats as well as humans via Kv7 channels in the vascular smooth muscle. In rats, this tryptophan metabolite causes hypotension, which is partly counteracted by Kv7 channel inhibition[2]. L-kynurenine administered 1 h before the hypoxia-ischemia shows a dose-dependent significant neuroprotective effect, with complete protection at a dose of 300 mg/kg. The induction of c-fos immunoreactivity in cerebral cortex is also blocked by this dose of L-kynurenine[3]. Cell Assay Luciferase assays are carried out using the H1L7.5c3 cells. At the indicated times (0.5, 2, 4, 6, 12, 18, 24 h) and concentrations (0.1, 1, 10, 100 μM) of exposures to Kynurenine, cells are removed from incubation and allowed to equilibrate to room temperature for 15min. After equilibration, the medium is removed and the cells are washed twice with at room temperature with DPBS. The cells are lysed with 20 µL/well 1× Passive Lysis Buffer and shaken for 20min at room temperature. Luciferase activity is recorded using an Luminometer Microplate Reader[1]. Animal Admin Rats[3] The effects of increasing doses of L-kynurenine with or without probenecid on concentrations of kynurenic acid in cerebral cortex are examined in 7-day-old rats. Six animals are examined in each group. Animals are treated with L-kynurenine at doses of 100, 200, 300, and 400 mg/kg or kynurenine, 200 mg/kg with probenecid, 50 mg/kg. Animals are killed at 1 h, the brains promptly removed, and the cerebral cortex is dissected and placed in 0.5 mL of chilled 0. 1 M HCl. Kynurenic acid measurements are made by high-performance liquid chromatography with fluorescence detection. Protein measurements are made using a fluorometric assay[3]. References [1]. Moyer BJ, et al. Inhibition of the aryl hydrocarbon receptor prevents Western diet-induced obesity. Model for AHR activation by kynurenine via oxidized-LDL, TLR2/4, TGFβ, and IDO1. Toxicol Appl Pharmacol. 2016 Jun 1;300:13-24. [2]. Sakakibara K, et al. Kynurenine causes vasodilation and hypotension induced by activation of KCNQ-encoded voltage-dependent K(+) channels. J Pharmacol Sci. 2015 Sep;129(1):31-7. [3]. Nozaki K, et al. Neuroprotective effects of L-kynurenine on hypoxia-ischemia and NMDA lesions in neonatal rats. J Cereb Blood Flow Metab. 1992 May;12(3):400-7. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 466.6±45.0 °C at 760 mmHg Melting Point 302.49° C Molecular Formula C10H12N2O3 Molecular Weight 208.214 Flash Point 236.0±28.7 °C Exact Mass 208.084793 PSA 106.41000 LogP 1.09 Vapour Pressure 0.0±1.2 mmHg at 25°C Index of Refraction 1.626 InChIKey YGPSJZOEDVAXAB-QMMMGPOBSA-N SMILES Nc1ccccc1C(=O)CC(N)C(=O)O |
| Use of | L-Kynurenine is a metabolite of the amino acid L-tryptophan. L-Kynurenine is an aryl hydrocarbon receptor agonist. Properties Articles30 Name L-kynurenine Synonym More Synonyms L-Kynurenine Biological Activity Description L-Kynurenine is a metabolite of the amino acid L-tryptophan. L-Kynurenine is an aryl hydrocarbon receptor agonist. Related Catalog Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor Research Areas >> Cancer Research Areas >> Cardiovascular Disease Research Areas >> Neurological Disease Natural Products >> Others Research Areas >> Inflammation/Immunology Human Endogenous Metabolite References [2]. Sakakibara K, et al. Kynurenine causes vasodilation and hypotension induced by activation of KCNQ-encoded voltage-dependent K(+) channels. J Pharmacol Sci. 2015 Sep;129(1):31-7. [3]. Nozaki K, et al. Neuroprotective effects of L-kynurenine on hypoxia-ischemia and NMDA lesions in neonatal rats. J Cereb Blood Flow Metab. 1992 May;12(3):400-7. Chemical & Physical Properties Molecular Formula C10H12N2O3 Exact Mass 208.084793 PSA 106.41000 Index of Refraction 1.626 InChIKey YGPSJZOEDVAXAB-QMMMGPOBSA-N |
| Tax Rebate | 13.0% |
| Supervision | A. Customs clearance form for inbound goods B. Customs clearance form for outbound goods |
| Inspection | R. Hygiene supervision and inspection of imported food S. Hygiene supervision and inspection of exported food |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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