5-Methylisatin

CAS: 608-05-9

Ref. 3D-FM38396

Product Information

• Name: 5-Methylisatin
• Synonyms: 1H-Indole-2,3-dione, 5-methyl-, 5-Methyl-2,3-dihydro-2,3-dioxoindole, 5-Methyl-2,3-indolinedione, 5-Methylindole-2,3-dione, 5-methyl-1H-indole-2,3-dione, 5-methylindole-2,3(1H)-dione, Indole-2,3-dione, 5-methyl-, Isatin, 5-methyl-, NSC 9398

Description

5-Methylisatin is a reaction rate-limiting substrate in the conversion of pyridoxal 5'-phosphate to pyridoxamine 5'-phosphate. It is oxidized by hydroxyl radicals to form malonic acid and anhydrous acetonitrile. The reaction is catalyzed by an enzyme called tissue nonspecific alkaline phosphatase (TNAP). TNAP activity can be inhibited by test compounds, such as anthranilic acid and homogenates, which are substances that contain enzymes or cells from tissues. Hydroxyl groups on the 5-methylisatin molecule form hydrogen bonds with the nitrogen atoms of TNAP, which causes a conformational change in the enzyme. This change inhibits its ability to react with other substrates, resulting in decreased levels of 5-methylisatin and increased levels of pyridoxal 5'-phosphate. The inhibition can be reversed by adding hydroxide ions or increasing

• Brand: Biosynth

Chemical properties

• Molecular weight: 161.16 g/mol
• Formula: C₉H₇NO₂
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C9H7NO2/c1-5-2-3-6-7(4-5)10-9(12)8(6)11/h2-4H,1H3,(H,10,11,12)
• InChI key: InChIKey=VFJUMJDSHGVFAH-UHFFFAOYSA-N
• SMILES: Cc1ccc2c(c1)NC(=O)C2=O