朱砂精酸

朱砂精酸用途

Cinnabarinic acid 是 mGlu4 特异性的别构激动剂,可以与 mGlu4 的谷氨酸结合袋残基相互作用,在其他 mGlu 受体亚型上没有活性。Cinnabarinic acid 是色氨酸 kynurenine 途径的内源性代谢物。Cinnabarinic acid 可以诱导细胞凋亡 (apoptosis)。

朱砂精酸名称

[ CAS 号 ]:
606-59-7

[ 中文名 ]:
朱砂精酸

[ 英文名 ]:
Cinnabarinic acid

[英文别名 ]:

2-amino-3-oxophenoxazine-1,9-dicarboxylic acid
2-Amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid

朱砂精酸生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 细胞凋亡 >> 细胞凋亡

研究领域 >> 其他

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 谷氨酸受体

[ 靶点 ]

mGluR4

[体外研究]

通过测量[3H]InsP形成,朱砂酸(0-100μM)不激活mGlu1、mGlu2、mGlu5、mGlu6、mGlu7和mGlu8受体。相比之下,朱砂酸作为mGlu4受体的部分激动剂,在100μM处使[3H]InsP的形成增加约35%,这比ACPT-I在瞬时转染大鼠mGlu1、-2、-4、-5、-6、-7或-8受体的HEK293细胞中激活mGlu4受体的效率低5倍[1]。朱砂酸(0-100μM)以浓度依赖性的方式减少cAMP的形成,具有良好的效力和功效。在30μM处,朱砂酸在30μM处有效,并显著抑制培养的小脑颗粒细胞中cAMP的形成[1]。

[参考文献]

[1]. F Fazio, et al. Cinnabarinic acid, an endogenous metabolite of the kynurenine pathway, activates type 4 metabotropic glutamate receptors.Mol Pharmacol. 2012 May;81(5):643-56.

[2]. Martina Ulivieri, et al. The Trace Kynurenine, Cinnabarinic Acid, Displays Potent Antipsychotic-Like Activity in Mice and Its Levels Are Reduced in the Prefrontal Cortex of Individuals Affected by Schizophrenia. Schizophr Bull. 2020 Jun 7;sbaa074.

[3]. Francesco Fazio, et al. Cinnabarinic acid and xanthurenic acid: Two kynurenine metabolites that interact with metabotropic glutamate receptors. Neuropharmacology. 2017 Jan;112(Pt B):365-372.

朱砂精酸物理化学性质

[ 密度 ]:
1.8±0.1 g/cm3

[ 沸点 ]:
536.8±50.0 °C at 760 mmHg

[ 熔点 ]:
>300ºC

[ 分子式 ]:
C₁₄H₈N₂O₆

[ 分子量 ]:
300.223

[ 闪点 ]:
278.4±30.1 °C

[ 精确质量 ]:
300.038239

[ PSA ]:
143.72000

[ LogP ]:
-0.13

[ 蒸汽压 ]:
0.0±1.5 mmHg at 25°C

[ 折射率 ]:
1.780

[ 储存条件 ]:
-20°C，密闭，干燥

朱砂精酸MSDS

详细MSDS(安全技术说明书)

朱砂精酸安全信息

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

朱砂精酸合成路线

详细合成路线

朱砂精酸上下游产品

朱砂精酸上游产品

朱砂精酸下游产品

朱砂精酸文献

Aminophenoxazinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis of exfoliazone and chandrananimycin A.

J. Med. Chem. 56(8) , 3310-7, (2013)

A range of 2-aminophenoxazin-3-ones has been prepared by oxidative cyclocondensation of 2-aminophenols, including the natural products exfoliazone and chandrananimycin A, both synthesized for the firs...

Simultaneous determination of 3-hydroxyanthranilic and cinnabarinic acid by high-performance liquid chromatography with photometric or electrochemical detection.

Anal. Biochem. 200(2) , 273-9, (1992)

A convenient and rapid method for the simultaneous determination by HPLC of 3-hydroxyanthranilic acid and the dimer derived by its oxidation, cinnabarinic acid, is described. Buffers or biological sam...

Oxidation of 3-hydroxyanthranilic acid to the phenoxazinone cinnabarinic acid by peroxyl radicals and by compound I of peroxidases or catalase.

Biochemistry 31(34) , 8090-7, (1992)

Since 3-hydroxyanthranilic acid (3HAA), an oxidation product of tryptophan metabolism, is a powerful radical scavenger [Christen, S., Peterhans, E., & Stocker, R. (1990) Proc. Natl. Acad. Sci. U.S.A. ...

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