U6883

cis-Urocanic acid

≥98% (HPLC), solid (fluffy)

• Synonyme(s) : cis-3-(1H-imidazol-4-yl)-2-propenoic acid, cis-UCA
• Formule empirique (notation de Hill) : C₆H₆N₂O₂
• CAS Number: 7699-35-6
• Poids moléculaire : 138.12
• Numéro MDL: MFCD11045310
• Code UNSPSC : 12352106
• ID de substance PubChem : 329827646
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: cis-Urocanic acid, ≥98% (HPLC), solid (fluffy)
• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: solid (fluffy)
• Conditions de stockage: protect from light
• Couleur: white
• Solubilité: H₂O: >10 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: OC(=O)\C=C/c1c[nH]cn1
• InChI: 1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1-
• Clé InChI: LOIYMIARKYCTBW-UPHRSURJSA-N

Description

Application

cis-Urocanic acid (cis-UCA) has been used:

• to study its protective effects on autoimmune encephalomyelitis
• in sample preparation to study the distribution of skin chemical components by line illumination Raman microscopy technique in Line-focus illumination mode
• as a standard to study the levels of cis-UCA and to check its effect on immune response in multiple sclerosis patients

Actions biochimiques/physiologiques

cis-Urocanic acid (cis-UCA) affects the immune cells of the body and is excreted in the urine due to photoisomerization. It inhibits tumor immunity through photocarcinogenesis in mice. cis-Urocanic acid has been studied to prevent UV-radiation-induced DNA damage leading to skin cancer.

cis-Urocanic acid, a 5-HT agonist, is a product of UV isomerization of trans-urocanic acid in skin, which leads to immunosuppression via activation of 5-HT_2A receptor.

Notes préparatoires

cis-Urocanic acid is soluble in water at a concentration that is greater than 10 mg/ml.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)