7,12-ビス(1-ヒドロキシエチル)-3,8,13,17-テトラメチル-21H,23H-ポルフィリン-2,18-ジプロパン酸

7,12-ビス(1-ヒドロキシエチル)-3,8,13,17-テトラメチル-21H,23H-ポルフィリン-2,18-ジプロパン酸 化学特性,用途語,生産方法

• 解説

  C34H38N4O6(598.69)．ポルフィリンの誘導体ヘミンを，酢酸と臭化水素で処理し，鉄を除くと得られる．天然には，シトクロムc，c1 などのヘム部に存在する．"深赤色の固体．λmax 499，535，565，615 nm(0.1 mol dm－3 水酸化ナトリウム)．水に不溶，エタノールに可溶．還元するとメソポルフィリンになり，酸化すると2分子の2-(1-ヒドロキシエチル)-3-メチルマレイミドを生じる．抗鎮静剤．[CAS 14459-29-1]
  森北出版「化学辞典（第2版）

• 使用

  Hematoporphyrin (Photodyn, Sensibion) is a porphyrin prepared from hemin. It is a derivative of protoporphyrin IX, where the two vinyl groups have been hydrated (coverted to alcohols). It is used as a photosensitizer in photodynamic therapy. Acetylation of hematoporphyrin followed by hydrolysis of the product of that reaction affords a mixture called hematoporphyrin derivative (HPD), which is also used in photodynamic therapy. Hematoporphyrin has also been used as an antidepressant and antipsychotic since the 1920s.

• 定義

  ChEBI: A dicarboxylic acid that is protoporphyrin in which the vinyl groups at positions 7 and 12 are replaced by 1-hydroxyethyl groups.

• 危険性

  Toxic. Reported to be preferentially absorbed by cancerous tissues, making them fluoresce under UV light.

• 純化方法

  Purify it by dissolving it in EtOH Hematoporphyrin and adding H2O or Et2O to give deep red crystals. It has also been recrystallised from MeOH. UV has max at 615.5, 565, 534.4 and 499.5nm in 0.1N NaOH, and 597, 619, 634, 653, 683 and 701nm in 2N HCl [Falk Porphyrins and Metalloporphyrins Elsevier, NY, p 175 1964, LCCCNo 63-19821.] It is used in the affinity chromatographic purification of Heme proteins [Olsen Methods Enzymol 123 324 1986]. The O-methyl-dimethyl ester has m 203-206o (from CHCl3/MeOH), and the O,O'-dimethyl-dimethyl ester has m 145o (from CHCl3/MeOH). [Paul Acta Chem Scand 5 389 1951, Beilstein 26 III/IV 3157, and 3158 for the HCl.]

7,12-ビス(1-ヒドロキシエチル)-3,8,13,17-テトラメチル-21H,23H-ポルフィリン-2,18-ジプロパン酸 上流と下流の製品情報

7,12-ビス(1-ヒドロキシエチル)-3,8,13,17-テトラメチル-21H,23H-ポルフィリン-2,18-ジプロパン酸 生産企業

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7,12-ビス(1-ヒドロキシエチル)-3,8,13,17-テトラメチル-21H,23H-ポルフィリン-2,18-ジプロパン酸 スペクトルデータ(IR1、IR2、MS)

14459-29-1, 7,12-ビス(1-ヒドロキシエチル)-3,8,13,17-テトラメチル-21H,23H-ポルフィリン-2,18-ジプロパン酸 キーワード