Molecular structure of cis-Urocanic acid, CAS Number: 7699-35-6
cis-Urocanic acid (CAS 7699-35-6)
Alternate Names:
cis-3-(1H-imidazol-4-yl)-2-propenoic acid; cis-UCA
Application:
cis-Urocanic acid is an agonist of the 5-HT2A receptor
CAS Number:
7699-35-6
Molecular Weight:
138.12
Molecular Formula:
C6H6N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
This 5-HT agonist is a product of uv isomerization of trans-urocanic acid in skin. This leads to immunosuppression via activation of 5-HT2A receptor. cis-Urocanic acid also inhibits angiogenic factors and uvb-induced urothelial carcinoma cell proliferation. It may act to have interactions with transcription-polymerase chain reactions in vitro.
cis-Urocanic acid (CAS 7699-35-6) References
- cis-urocanic acid induces mast cell degranulation and release of preformed TNF-alpha: A possible mechanism linking UVB and cis-urocanic acid to immunosuppression of contact hypersensitivity. | Wille, JJ., et al. 1999. Skin Pharmacol Appl Skin Physiol. 12: 18-27. PMID: 10325580
- The degradation of L-histidine and trans- and cis-urocanic acid by bacteria from skin and the role of bacterial cis-urocanic acid isomerase. | Hug, DH., et al. 1999. J Photochem Photobiol B. 50: 66-73. PMID: 10443033
- cis-Urocanic acid stimulates neuropeptide release from peripheral sensory nerves. | Khalil, Z., et al. 2001. J Invest Dermatol. 117: 886-91. PMID: 11676828
- IL-12 prevents the inhibitory effects of cis-urocanic acid on tumor antigen presentation by Langerhans cells: implications for photocarcinogenesis. | Beissert, S., et al. 2001. J Immunol. 167: 6232-8. PMID: 11714785
- Studies to determine the immunomodulating effects of cis-urocanic acid. | Norval, M. and El-Ghorr, AA. 2002. Methods. 28: 63-70. PMID: 12231189
- cis-urocanic acid suppression of contact hypersensitivity induction is mediated via tumor necrosis factor-alpha. | Kurimoto, I. and Streilein, JW. 1992. J Immunol. 148: 3072-8. PMID: 1578133
- An action spectrum for the production of cis-urocanic acid in human skin in vivo. | McLoone, P., et al. 2005. J Invest Dermatol. 124: 1071-4. PMID: 15854050
- cis-Urocanic acid initiates gene transcription in primary human keratinocytes. | Kaneko, K., et al. 2008. J Immunol. 181: 217-24. PMID: 18566387
- Modulation of multiple sclerosis by sunlight exposure: role of cis-urocanic acid. | Correale, J. and Farez, MF. 2013. J Neuroimmunol. 261: 134-40. PMID: 23800457
- Cis-urocanic acid, a product formed by ultraviolet B irradiation of the skin, initiates an antigen presentation defect in splenic dendritic cells in vivo. | Noonan, FP., et al. 1988. J Invest Dermatol. 90: 92-9. PMID: 2448393
- Characterization of a monoclonal antibody to cis-urocanic acid: detection of cis-urocanic acid in the serum of irradiated mice by immunoassay. | Moodycliffe, AM., et al. 1993. Immunology. 79: 667-72. PMID: 8406594
- Prolonged increase of cis-urocanic acid levels in human skin and urine after single total-body ultraviolet exposures. | Kammeyer, A., et al. 1997. Photochem Photobiol. 65: 593-8. PMID: 9077146
Activator of:
SR-2A.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
cis-Urocanic acid, 10 mg | sc-214741 | 10 mg | $285.00 | |||
cis-Urocanic acid, 50 mg | sc-214741A | 50 mg | $1095.00 |