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
Sarah S Zaher et al.
Investigative ophthalmology & visual science, 52(5), 2640-2648 (2011-01-08)
IDO (indoleamine 2,3-dioxygenase) modulates the immune response by depletion of the essential amino acid tryptophan, and IDO overexpression has been shown to prolong corneal allograft survival. This study was conducted to examine the effect of kynurenines, the products of tryptophan
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
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
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
Mass spectrometric identification of urinary biomarkers of pulmonary tuberculosis
Isa F, et al.
EBioMedicine, 31(12), 157-165 (2018)
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