InChI
1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)
SMILES string
NC(CC(=O)c1cccc(O)c1N)C(O)=O
InChI key
VCKPUUFAIGNJHC-UHFFFAOYSA-N
assay
≥98% (TLC)
form
powder
solubility
1 M HCl: 49.00-51.00 mg/mL, clear to very slightly hazy
storage temp.
2-8°C
Quality Level
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Application
3-羟基-DL-犬尿氨酸已被用于：
- 作为重组人犬尿氨酸酶检测的底物
- 作为串联质谱 (MS/MS) 分析的引用标准品
- 作为定量糖尿病视网膜病变患者血清 3-羟基-DL-犬尿氨酸水平的对照品
Biochem/physiol Actions
3-羟基-DL-犬尿氨酸 (3-HKYN) 具有抗氧化功能，可防止大脑皮层脂质过氧化。可能调节突触神经传递。Huntington 病患者血浆中 3-HKYN 水平升高。然而，它在神经退行性疾病中的作用仍不十分清楚。犬尿氨酸代谢与谷氨酸能神经传递相关，3-HKYN 水平与精神分裂症的病理生理学相关。
General description
3-羟基-DL-犬尿氨酸是一种色氨酸代谢产物，分子量相应的 224 Da。是存在于眼睛晶状体中的发色团或亲水性黄色化合物。3-羟基-DL-犬尿氨酸是由犬尿氨酸在犬尿氨酸 3-单加氧酶 (KMO) 操作下合成的。在犬尿氨酸酶和犬尿氨酸氨基转移酶的作用下，分别代谢为 3-羟基邻氨基苯甲酸和黄尿酸。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Mass spectrometric identification of urinary biomarkers of pulmonary tuberculosis
Isa F, et al.
EBioMedicine, 31(12), 157-165 (2018)
Todd Bradley et al.
Journal of immunology (Baltimore, Md. : 1950), 197(12), 4663-4673 (2016-11-17)
The HIV-1 envelope protein (Env) has evolved to subvert the host immune system, hindering viral control by the host. The tryptophan metabolic enzyme kynureninase (KYNU) is mimicked by a portion of the HIV Env gp41 membrane proximal region (MPER) and
A M Myint et al.
Brain, behavior, and immunity, 25(8), 1576-1581 (2011-05-31)
The association between the pro-inflammatory state of schizophrenia and increased tryptophan degradation into kynurenine has been reported. However, the relationship between metabolites from subdivisions of the kynurenine pathway, kynurenic acid and 3-hydroxykynurenine, remains unknown. The present study tested the relationship
Yuri P Tsentalovich et al.
Investigative ophthalmology & visual science, 52(10), 7687-7696 (2011-08-30)
To compare the photochemical properties of UV filter molecules present in the human lens (kynurenine, KN; 3-hydroxykynurenine, 3OHKN; 3-hydroxykynurenine O-β-D-glucoside, 3OHKG; 4-(2-aminophenyl)-4-oxobutanoic acid, AHA; and glutathionyl-kynurenine, GSH-KN) with the use of the following parameters: excited singlet lifetime τ(S), fluorescence quantum
HIV-1 envelope mimicry of host enzyme kynureninase does not disrupt tryptophan metabolism
Bradley T, et al.
Journal of immunology (Baltimore, Md. : 1950), 197(12), 4663-4673 (2016)
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