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Urocanic acid

Catalog No.
M1068
An endogenous anti-UV molecule in the skin
Grouped product items
SizePriceStock Qty
Evaluation Sample
$30.00
In stock
1g
$55.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

Urocanic acid (CAS No.: 104-98-3) is an imidazolyl carboxylic acid derivative naturally generated in the upper layers of mammalian skin through the enzymatic deamination of histidine, where it accumulates as a key component of the epidermal barrier and functions as a major endogenous absorber of ultraviolet radiation. This compound is widely studied in photobiology and dermatological research due to its role in mediating responses to ultraviolet exposure, including photoisomerization between trans- and cis-forms, which is associated with modulation of cellular signaling pathways related to immune regulation and oxidative stress responses. Urocanic acid has been implicated in mechanisms involving UV-induced immunomodulation, including interactions with reactive oxygen species and potential influence on cytokine expression and antigen-presenting cell activity, although its precise molecular targets remain an active area of investigation. In vitro studies typically employ concentrations in the micromolar range to examine its effects on keratinocytes, immune cells, and oxidative stress models, while in vivo studies in animal systems are used to explore its contribution to skin photoprotection and immune signaling under UV exposure. As a research reagent, urocanic acid is utilized in studies of skin physiology, photochemical processes, and the molecular basis of UV-induced cellular responses, with experimental conditions and dosing parameters varying according to specific study designs and objectives.

Chemical Properties

Physical AppearanceSolid
Storage -20°C
M.Wt138.12
Cas No.104-98-3
FormulaC6H6N2O2
Solubilityinsoluble in EtOH; insoluble in H2O; ≥41.7 mg/mL in DMSO
Chemical Name(E)-3-(1H-imidazol-5-yl)acrylic acid
Canonical SMILESO=C(O)/C([H])=C([H])/C1=CN=CN1
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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