(2E)-3-(1H-Imidazole-4-yl)propenoic acid
(2E)-3-(1H-Imidazole-4-yl)propenoic acid Basic information
- Product Name:
- (2E)-3-(1H-Imidazole-4-yl)propenoic acid
- Synonyms:
-
- (2E)-3-(1H-Imidazole-4-yl)acrylic acid
- (2E)-3-(1H-Imidazole-4-yl)propenoic acid
- (E)-3-(1H-Imidazol-4-yl)propenoic acid
- (E)-Urocanic acid
- (αE)-1H-Imidazole-4-acrylic acid
- trans-Urocanic acid
- (2E)-3-(1H-Imidazol-4-yl)acrylic acid
- (2E)-3-(1H-Imidazol-4-yl)prop-2-enoic acid
- CAS:
- 3465-72-3
- MF:
- C6H6N2O2
- MW:
- 138.12
- EINECS:
- 203-258-4
- Mol File:
- 3465-72-3.mol
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(2E)-3-(1H-Imidazole-4-yl)propenoic acid Chemical Properties
- Melting point:
- 225 °C
- Boiling point:
- 456.9±20.0 °C(Predicted)
- Density
- 1.430±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMF: 3 mg/ml; DMSO: 15 mg/ml; PBS (pH 7.2): 0.3 mg/ml
- form
- powder to crystal
- pka
- 3.55±0.10(Predicted)
- color
- White to Almost white
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(2E)-3-(1H-Imidazole-4-yl)propenoic acid Usage And Synthesis
Uses
trans-urocanic acid (trans-UCA), a natural epidermal constituent, inhibits human natural killer cell (NK) activity in vitro. trans-urocanic acid is active in regulating an immune function[1].
Definition
ChEBI: The trans-isomer of urocanic acid.
IC 50
Human Endogenous Metabolite
References
[1] J Uksila, et al. Trans-urocanic acid, a natural epidermal constituent, inhibits human natural killer cell activity in vitro. Exp Dermatol. 1994 Apr;3(2):61-5. DOI:10.1111/j.1600-0625.1994.tb00048.x
[2] Kazuyo Kaneko, et al. cis-Urocanic acid enhances prostaglandin E2 release and apoptotic cell death via reactive oxygen species in human keratinocytes. J Invest Dermatol. 2011 Jun;131(6):1262-71. DOI:10.1038/jid.2011.37
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