犬尿氨酸

犬尿氨酸用途

D-kynurenine 是 D-色氨酸的代谢产物,可以用作健尿酸 (KYNA) 和 3-羟基犬尿氨酸 (3-hydroxykynurenine) 的生物前体。D-kynurenine 是 G 蛋白偶联受体 GPR109B 的激动剂,D-kynurenine 是 D-氨基酸氧化酶荧光分析的底物。D-kynurenine 通过激活芳香烃受体 (AHR) 促进上皮细胞向间充质细胞的转化。

犬尿氨酸名称

[ CAS 号 ]:
13441-51-5

[ 中文名 ]:
D-犬尿氨酸

[ 英文名 ]:
D-kynurenine

[中文别名 ]:

D-2-氨基-4-(2-氨基苯基)-4-氧代丁酸

[英文别名 ]:

D-kynurenine
|A-Anthraniloyl-D-alanine
(2R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
MFCD00133224
Benzenebutanoic acid, α,2-diamino-γ-oxo-, (αR)-
β-Anthraniloyl-D-alanine
D-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
(R)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid

犬尿氨酸生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 免疫及炎症 >> 芳基烃受体

[ 靶点 ]

Human Endogenous Metabolite

[体外研究]

D-kynurenine(10、40、60和100μM)对95D细胞(肺癌细胞系)的转移有积极的调节作用,siRNAAhr治疗可降低其转移。D-酪氨酸(10和40μM)的存在可显著增强VIM的表达。10μM D-酪氨酸显著降低E-钙粘蛋白水平。10μM D-酪氨酸介导的VIM和E-钙粘蛋白的变化在siRNAAhr治疗后也显著减弱。证据-10/40μM D-酪氨酸诱导CYP1A1上调,10μM D-酪氨酸诱导Ahr核转移增加,10/40/60/100μM D-酪氨酸诱导DER荧光素酶活性增强,表明D-酪氨酸实际上能够激活Ahr[4]。

[参考文献]

[1]. Wang XD, et al. A method for the determination of D-kynurenine in biological tissues. Anal Bioanal Chem. 2013 Dec;405(30):9747-54.

[2]. Irukayama-Tomobe Y, et al. Aromatic D-amino acids act as chemoattractant factors for human leukocytes through a G protein-coupled receptor, GPR109B. Proc Natl Acad Sci U S A. 2009 Mar 10;106(10):3930-4.

[3]. Kozaki A, et al. Fluorimetric assay for D-amino acid oxidase activity in rat brain homogenate by using D-kynurenine as a substrate. Biosci Trends. 2012 Oct;6(5):241-7.

[4]. Duan Z, et al. Promoting epithelial-to-mesenchymal transition by D-kynurenine via activating aryl hydrocarbon receptor. Mol Cell Biochem. 2018 Nov;448(1-2):165-173.

犬尿氨酸物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
466.6±45.0 °C at 760 mmHg

[ 分子式 ]:
C₁₀H₁₂N₂O₃

[ 分子量 ]:
208.214

[ 闪点 ]:
236.0±28.7 °C

[ 精确质量 ]:
208.084793

[ PSA ]:
106.41000

[ LogP ]:
1.09

[ 外观性状 ]:
固体

[ 蒸汽压 ]:
0.0±1.2 mmHg at 25°C

[ 折射率 ]:
1.626

[ 储存条件 ]:
室温

犬尿氨酸MSDS

详细MSDS(安全技术说明书)

犬尿氨酸安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ 海关编码 ]:
2922509090

犬尿氨酸合成路线

详细合成路线

犬尿氨酸上下游产品

犬尿氨酸上游产品

犬尿氨酸下游产品

犬尿氨酸海关

[ 海关编码 ]: 2922509090

[ 中文概述 ]:
2922509090. 其他氨基醇酚、氨基酸酚及其他含氧基氨基化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件：AB. 最惠国关税:6.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乙醇胺及其盐应报明色度, 乙醇胺及其盐应报明包装

[ 监管条件 ]: A.入境货物通关单 B.出境货物通关单

[ 检验检疫 ]: R.进口食品卫生监督检验 S.出口食品卫生监督检验

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

犬尿氨酸文献

Aromatic D-amino acids act as chemoattractant factors for human leukocytes through a G protein-coupled receptor, GPR109B.

Proc. Natl. Acad. Sci. U. S. A. 106 , 3930-3934, (2009)

GPR109B (HM74) is a putative G protein-coupled receptor (GPCR) whose cognate ligands have yet to be characterized. GPR109B shows a high degree of sequence similarity to GPR109A, another GPCR that was ...

Purification and biochemical characterization of some of the properties of recombinant human kynureninase.

Eur. J. Biochem. 269 , 2069-2074, (2002)

Recombinant human kynureninase (L-kynurenine hydrolase, EC 3.7.1.3) was purified to homogeneity (60-fold) from Spodoptera frugiperda (Sf9) cells infected with baculovirus containing the kynureninase g...

Changes in the plasma concentrations of D-kynurenine and kynurenic acid in rats after intraperitoneal administration of tryptophan enantiomers.

Chirality 22 , 901-916, (2010)

An aqueous solution of enantiomerically pure tryptophan (Trp), namely, D-Trp or L-Trp (100 mg/kg), was administered intraperitoneally to male Sprague-Dawley rats. The time-course profiles of the rat p...

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