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Merck
CN

SML0096

Sigma-Aldrich

朱砂酸

≥98% (HPLC)

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别名:
2-氨基-3-氧代-3H-吩恶嗪-1,9-二羧酸, 朱砂精酸
经验公式(希尔记法):
C14H8N2O6
CAS号:
分子量:
300.22
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥98% (HPLC)

形式

powder

储存条件

desiccated

颜色

red to very dark red

溶解性

DMSO: ≥4 mg/mL

储存温度

2-8°C

SMILES字符串

NC1=C(C(O)=O)C2=Nc3c(OC2=CC1=O)cccc3C(O)=O

InChI

1S/C14H8N2O6/c15-10-6(17)4-8-12(9(10)14(20)21)16-11-5(13(18)19)2-1-3-7(11)22-8/h1-4H,15H2,(H,18,19)(H,20,21)

InChI key

FSBKJYLVDRVPTK-UHFFFAOYSA-N

应用

朱砂酸可用于研究犬尿氨酸代谢途径的成分的功能。它可用于研究其作为代谢型谷氨酸受体(mGlu4R特异性)激动剂的作用。

生化/生理作用

半胱天冬酶诱导剂;mGlu4R激动剂
朱砂精酸(CA)在犬尿氨酸途径的启动与用于预防神经炎症的免疫耐受之间建立联系。
朱砂精酸是色氨酸的犬尿氨酸途径代谢产物,由3-羟基邻氨基苯甲酸氧化产生。 朱砂精酸导致线粒体呼吸和细胞凋亡的丧失,并且还被证明是mGlu4R特异性激动剂。

特点和优势

该化合物是细胞凋亡研究的推荐产品。点击此处,了解更多精选的细胞凋亡产品。了解更多有关用于其他研究领域的生物活性小分子的信息,请访问sigma.com/discover-bsm

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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S Christen et al.
Analytical biochemistry, 200(2), 273-279 (1992-02-01)
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 samples containing these two Trp metabolites were acidified to pH 2.0 and
C Eggert et al.
FEBS letters, 376(3), 202-206 (1995-12-04)
The phenoxazinone chromophore occurs in a variety of biological systems, including numerous pigments and certain antibiotics. It also appears to form as part of a mechanism to protect mammalian tissue from oxidative damage. During cultivation of the basidiomycete, Pycnoporus cinnabarinus
H Ogawa et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 364(8), 1059-1066 (1983-08-01)
Cinnabarinic acid was formed from 3-hydroxyanthranilic acid during incubation with a soluble fraction from Malpighian tubules of the silkworm, Bombyx mori, in the presence of manganese ion. The enzyme having this activity was purified to homogeneity by ammonium sulfate fractionation
H Iwahashi et al.
The Biochemical journal, 251(3), 893-899 (1988-05-01)
Superoxide dismutase (SOD) enhanced the formation of hydroxyl radicals, which were detected by using the e.s.r. spin-trapping technique, in a reaction mixture containing 3-hydroxyanthranilic acid (or p-aminophenol), Fe3+ ions, EDTA and potassium phosphate buffer, pH 7.4. The hydroxyl-radical formation enhanced
Cinnabarinic acid, an endogenous agonist of type-4 metabotropic glutamate receptor, suppresses experimental autoimmune encephalomyelitis in mice.
Fazio F, et al.
Neuropharmacology, 81, 237-243 (2014)

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