A novel urocanic acid derivative from skin tissue extracts; (E)-3-[1-(1,1-dimethyl-3-oxobutyl)imidazol-4-yl]propenoic acid

A novel derivative of urocanic acid (1) had been isolated from acetone extracts of rabbit skin tissue. It proved to be (E)-3-[1-(1,1-dimethyl-3-oxobutyl)imidazol-4-yl]propenoic acid (3c), potentially a much better ultraviolet screening agent than urocanic acid. Sterical effect of dimethyl groups in the side chain adjacent to the imidazole ring of 3c on its solubility is also discussed.