cis-Urocanic acid Datasheet DC Chemicals
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Cat.No DC28298
Name cis-Urocanic acid

Chemical Properties

CAS 7699-35-6
Formula C6H6N2O2
MW 138.124041080475
Storage 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

Biological activity

Description CAS NO.:7699-35-6
Product Name:Urocanic Acid, Cis
Synonyms:Urocanic Acid, Cis;CIS-UROCANIC ACID;(2Z)-3-(1H-Imidazole-4-yl)acrylic acid;(E)-3-(3H-imidazol-4-yl)prop-2-enoic acid;(Z)-2-propenoic acid;(Z)-3-(1H-imidazol-4-yl)-2-propenoic acid;(Z)-3-(1H-imidazol-4-yl)prop-2-enoic acid;(Z)-3-(1H-Imidazol-4-yl)propenoic acid;(Z)-3-(1H-Imidazole-4-yl)acrylic acid;(Z)-Urocanic acid;3-[1H-imidazol-4(5)-yl];Cis-Urocanic Acid-[13C3];Nsc407934;Z-urocanic acid;cis-3-(1H-imidazol-4-yl)-2-propenoic acid;cis-UCA
EINEC:
Molecular Formula:C6H6N2O2
Molecular Weight:138.124041080475
Target: 5-HT2A Receptor
In Vivo
In Vitro Treatment with 100 μg/mL cis-Urocanic acid (cis-UCA) completely suppresses IL-6 and IL-8 secretion, decreases caspase-3 activity, and improves cell viability against UV-B irradiation. No significant effects on IL-6 or IL-8 secretion, caspase-3 activity, or viability of the non-irradiated cells are observed with 100 μg/mL cis-Urocanic acid in both cell types. The 5000 μg/mL concentration is toxic[1]. Cell Viability Assay[1] Cell Line: Human corneal epithelial cells (HCE-2) and human conjunctival epithelial cells (HCECs) Concentration: 10, 100, 1,000, and 5,000 μg/mL Incubation Time: 24, 48, or 72 hours Result: Treatment with 100 μg/mL completely suppressed IL-6 and IL-8 secretion, decreased caspase-3 activity, and improved cell viability against UV-B irradiation. No significant effects on IL-6 or IL-8 secretion, caspase-3 activity, or viability of the non-irradiated cells were observed with 100 μg/mL in both cell types.
Kinase Assay
Cell Assay
Animal Administration

References

[1]. Walterscheid JP, et al. Cis-urocanic acid, a sunlight-induced immunosuppressive factor, activates immune suppression via the 5-HT2A receptor. Proc Natl Acad Sci U S A. 2006 Nov 14;103(46):17420-5. [2]. Viiri J, et al. Cis-urocanic acid suppresses UV-B-induced interleukin-6 and -8 secretion and cytotoxicity in human corneal and conjunctival epithelial cells in vitro. Mol Vis. 2009 Sep 8;15:1799-805.
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