3,3',5,5'-テトラメチルベンジジン 化学特性,用途語,生産方法
外観
無色〜わずかにうすい黄色, 澄明の液体
溶解性
水にはあまり溶けないが、メタノールに溶ける。500mg/50ml(熱メチルアルコール)
用途
3,3',5,5'-テトラメチルベンジジン（単に テトラメチルベンジジン とも。3,3',5,5'-tetramethylbenzidine、TMB）とは、免疫組織を可視化するための化学染色（免疫染色）に用いられる有機化合物で、ベンジジンの誘導体。テトラメチルベンジジン法、ELISA試験で利用される。結晶状のときは無色で、酢酸エチルの溶液状とすると弱い青緑色を呈する。
説明
Tetramethylbenzidine(TMB) is a chromogenic substrate used in staining procedures in immunohistochemistry as well as being a visualising reagent used in enzyme-linked immunosorbent assays (ELISA). It is a white solid that forms a pale blue-green liquid in solution with ethyl acetate. TMB is degraded by sunlight and by fluorescent lights. It is a soluble chromogen substrate for horseradish peroxidase detection systems. Tetramethylbenzidine is recommended for ELISA procedures.
化学的特性
Tetramethylbenzidine is a white or light yellow solid, odorless, tasteless, insoluble in water, easily soluble in acetone, ether, dimethyl sulfoxide, dimethylformamide and other organic solvents. It forms a pale blue-green liquid in solution with ethyl acetate. TMB is degraded by sunlight and by fluorescent lights.
製造方法
The synthesis of 3,3',5,5'-Tetramethylbenzidine involved using 2,6-dimethylaniline as the raw material. The process included activation, oxidative coupling, and purification, resulting in the production of pure material. The yield of 3,3,5,5-tetramethylbenzidine was 65%.
反応性
TMB can act as a hydrogen donor for the reduction of hydrogen peroxide to water by peroxidase enzymes such as horseradish peroxidase.
Shows the oxidation of 3,3′,5,5′-tetramethylbenzidine (TMB) to 3,3',5,5'-tetramethylbenzidine diimine
The resulting diimine causes the solution to take on a blue colour, and this colour change can be read on a spectrophotometer at the wavelengths of 370 and 650 nm.
一般的な説明
3,3',5,5'-tetramethylbenzidine appears as pale yellow crystals or off-white powder. (NTP, 1992)
空気と水の反応
Insoluble in water.
反応プロフィール
Tetramethylbenzidine is sensitive to prolonged exposure to light . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
火災危険
Flash point data for Tetramethylbenzidine are not available, however, Tetramethylbenzidine is probably combustible.
発がん性
The carcinogenic potential of Tetramethylbenzidine is uncertain due to conflicting evidence. It is not mutagenic by the Ames test, and did not induce formation of tumors in a single-arm study of 24 rats. On that evidence, it has been used as a replacement for carcinogenic compounds such as benzidine and o-phenylenediamine.
DOI:
10.1177/26.2.24068
3,3',5,5'-テトラメチルベンジジン 上流と下流の製品情報
原材料
準備製品