ウロカニン酸 化学特性,用途語,生産方法
解説
3-(1H-imidazol-4-yl)-2-propenoic acid．C6H6N2O2(138.13)．ウロカニン酸, ヒスチジンを多量に与えたイヌの尿に見いだされた．菌類(枯草菌，ミクロコッカス)やかび類(ヒトヨタケ目，スッポンタケ目)からも分離されている．L-ヒスチジンに酵素ヒスチダーゼを作用させると高収率で得られ，ハラタケ，ヤマドリタケ中のヘルシニン(ヒスチジンベタイン)をアルカリと加熱しても得られる．E形の二水和物は風解性があり，針状または柱状晶．100 ℃ で無水和物となる．分解点225 ℃．pKa1 2.94±0.10，pKa2 7.82±0.10．水に可溶．生体内では代謝されてグルタミン酸となる．抗がん作用を示す．森北出版「化学辞典（第2版）
化学的特性
White to beige fine powder.
使用
Urocanic Acid is a biomarker in the fecal metabolic profiling of breast cancer patients.
定義
ChEBI:
Urocanic acid is an alpha,beta-unsaturated monocarboxylic acid that is prop-2-enoic acid substituted by a 1H-imidazol-4-yl group at position 3. It is a metabolite of hidtidine. It has a role as a chromophore and a human metabolite. It is an alpha,beta-unsaturated monocarboxylic acid and a member of imidazoles. It is a conjugate acid of a urocanate.
一般的な説明
4-Imidazoleacrylic acid also known as urocanic acid is a natural metabolite derived from histidine. It is majorly used as a UV chromophore with a strong absorption spectrum in the UV-B region in the range of 300-280 nm.
純化方法
Crystallise the acid from water and dry it at 100o. The trans-isomer [3465-72-3] has m 225o (229-230o, 230-231o or 231o(dec, from H2O) and pK1 3.5 and pK2 5.6, and the picrate has m 225o(dec, from H2O). The cis-isomer [7699-35-6] has m 175-176o (178-179o or 180-184o dec, from H2O) and pK1 3.0 and pK2 6.7, and the picrate has m 204o (from H2O). [Beilstein 25 H 124, 25 I 536, 25 II 121, 25 III/IV 786.]
ウロカニン酸 上流と下流の製品情報
原材料
準備製品