U6883
顺式 -尿烷酸
≥98% (HPLC), solid (fluffy)
别名:
顺式 -3-（1H-咪唑-4-基）-2-丙烯酸, 顺式 -UCA
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关于此项目
经验公式（希尔记法）:
C6H6N2O2
化学文摘社编号:
分子量:
138.12
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
顺式 -尿烷酸, ≥98% (HPLC), solid (fluffy)
SMILES string
OC(=O)\C=C/c1c[nH]cn1
InChI key
LOIYMIARKYCTBW-UPHRSURJSA-N
InChI
1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1-
assay
≥98% (HPLC)
form
solid (fluffy)
storage condition
protect from light
color
white
solubility
H2O: >10 mg/mL
storage temp.
−20°C
Quality Level
Application
cis-尿刊酸(cis-UCA)已被用于：
- 研究其对自身免疫性脑脊髓炎的保护作用
- 在线聚焦照明模式下，采用线照明拉曼显微镜技术研究皮肤化学成分的分布
- 作为标准品，研究cis-UCA水平并检测其对多发性硬化患者免疫反应的影响
Biochem/physiol Actions
cis-尿刊酸(cis-UCA)影响身体的免疫细胞，并由于光异构化而随尿液排出。它通过小鼠的光致癌作用抑制肿瘤免疫。cis-尿刊酸已经被研究用来防止紫外线辐射引起的DNA损伤，后者可导致皮肤癌。
顺 -尿烷酸是 5-HT 激动剂，是反式尿烷酸在皮肤中 uv 异构化的产物，通过激活 5-HT 2A 受体导致免疫抑制。
Preparation Note
顺式尿苷酸可溶于水，浓度大于 10 mg/mL。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Jorge Correale et al.
Journal of neuroimmunology, 261(1-2), 134-140 (2013-06-27)
The role of cis-urocanic acid (UCA) as a UV-mediated immunomodulator in MS patients was investigated. Plasma levels of cis-UCA were significantly lower in MS patients compared to controls. Stimulation of MBP- and MOG-specific T cells in the presence of cis-UCA
S Beissert et al.
Journal of immunology (Baltimore, Md. : 1950), 167(11), 6232-6238 (2001-11-21)
UV radiation induces skin cancer primarily by its DNA-damaging properties, but also by its capacity to suppress the immune system. The photoisomer of urocanic acid (UCA), cis-UCA, is an important mediator of UV-induced immunosuppression and is involved in the inhibition
High-speed line-focus Raman microscopy with spectral decomposition of mouse skin
Ilchenko O, et al.
Vibrational Spectroscopy, 83, 180-190 (2016)
Hanna-Mari Jauhonen et al.
Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie, 255(12), 2357-2362 (2017-08-26)
Our purpose was to investigate the effect of locally administered cis-urocanic (cis-UCA) in two experimental models of allergic conjunctivitis. The compound 48/80 (C48/80)-induced ocular irritation model (IgE-independent) and the ovalbumin (OA)-induced ocular allergy model (IgE-mediated) were used to test and
Amy A Irving et al.
BMC neuroscience, 18(1), 8-8 (2017-01-07)
Ultraviolet B irradiation confers strong resistance against experimental autoimmune encephalomyelitis, a model of multiple sclerosis. This protection by ultraviolet B is independent of vitamin D production but causes isomerization of urocanic acid, a naturally occurring immunosuppressant. To determine whether UCA
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