中文名 | L-犬尿氨酸 |
英文名 | L-kynurenine free base |
别名 | L-犬尿氨酸 L-犬脲氨酸 色氨酸 杂质C L-犬尿酸水合物 色氨酸EP杂质C L-犬尿氨酸水合物 L-犬尿氨酸(标准品) (S)-2-氨基-4-(2-氨基苯基)-4-氧代丁酸 |
英文别名 | L-KYNURENINE L-Kynurenine JACS-2922-83-0 L-kynurenine free base β-Anthraniloyl-L-alanine L-2-AMINO-3-(2-AMINOBENZOYL)PROPIONIC ACID L-2-AMINO-4-[2-AMINOPHENYL]-4-OXOBUTANOIC ACID β-Anthraniloyl-L-alanine, L-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid |
CAS | 2922-83-0 |
化学式 | C10H12N2O3 |
分子量 | 208.21 |
InChI | InChI=1/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 |
InChIKey | YGPSJZOEDVAXAB-QMMMGPOBSA-N |
密度 | 1.343±0.06 g/cm3(Predicted) |
熔点 | 219 °C |
沸点 | 466.6±45.0 °C(Predicted) |
比旋光度 | -33 ° (C=0.4, H2O) |
溶解度 | 溶于DMSO (高达2 mg/ml) 或水 (高达2 mg/ml)。 |
折射率 | -33 ° (C=0.4, H2O) |
酸度系数 | 2.21±0.23(Predicted) |
存储条件 | under inert gas (nitrogen or Argon) at 2–8 °C |
稳定性 | 2年稳定供应。在DMSO或蒸馏水中的溶液可以在-20 ° 下储存长达3个月。 |
外观 | 结晶 |
颜色 | light yellow |
Merck | 14,5328 |
MDL号 | MFCD00069912 |
体外研究 | 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. |
体内研究 | 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. 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. |
WGK Germany | 3 |
RTECS | CY9049700 |
上游原料 | 犬尿氨酸 L-色氨酸 |
参考资料 展开查看 | 1. 徐开成 于瑞莲 杨云菲 卞智慧 邵佳蔚.LC-MS/MS法同时测定大鼠血浆中L-色氨酸和L-犬尿氨酸浓度的研究[J].中国药科大学学报 2016 47(06):714-718. 2. Wang, Li-Ming, et al. "1H NMR and UHPLC/Q-Orbitrap-MS-Based metabolomics combined with 16S rRNA gut microbiota analysis revealed the potential regulation mechanism of nuciferine in hyperuricemia rats." Journal of Agricultural and Food Chemistry 68.47 (2020 3. Zhipeng Wang, Hong Jiang, Xujiao Chen, Xinhua Song, Fengjing Xu, Fangchao Chen, Zhiguo Mao, Shouhong Gao, Wansheng Chen,A rapid and sensitive method for simultaneous determination of eight protein-bound uremic toxins in human serum by UHPLC-MS/MS: applica 4. [IF=5.279] Li-Ming Wang et al."1H NMR and UHPLC/Q-Orbitrap-MS-Based Metabolomics Combined with 16S rRNA Gut Microbiota Analysis Revealed the Potential Regulation Mechanism of Nuciferine in Hyperuricemia Rats."J Agr Food Chem. 2020;68(47):14059–14070 5. [IF=4.868] Jiaqi Shi et al."STING agonist and IDO inhibitor combination therapy inhibits tumor progression in murine models of colorectal cancer."Cell Immunol. 2021 Aug;366:104384 6. [IF=3.935] Zhipeng Wang et al."A rapid and sensitive method for simultaneous determination of eight protein-bound uremic toxins in human serum by UHPLC-MS/MS: application in assessing peritoneal dialysis."J Pharmaceut Biomed. 2020 Jul;186:113312 7. [IF=2.193] Yang Yang et al."Simultaneous Determination of 34 Amino Acids in Tumor Tissues from Colorectal Cancer Patients Based on the Targeted UHPLC-MS/MS Method."J Anal Methods Chem. 2020;2020:4641709 |
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