A9891

7-Amino-4-methylcoumarin

Chromophore for substrates

• Synonym(s): Coumarin 120
• Empirical Formula (Hill Notation): C₁₀H₉NO₂
• CAS Number: 26093-31-2
• Molecular Weight: 175.18
• Beilstein: 142231
• EC Number: 247-454-8
• MDL number: MFCD00006868
• UNSPSC Code: 12352204
• PubChem Substance ID: 24891406
• NACRES: NA.32

Properties

• Quality Level: 200
• description: chromophore for enzyme substrates
• Assay: ≥98% (HPLC)
• form: powder
• mp: 223-226 °C (lit.)
• solubility: acetone: 10 mg/mL, clear, colorless to yellow
• fluorescence: λ_ex 365 nm; λ_em 440 nm in ethanol(lit.)
• storage temp.: 2-8°C
• SMILES string: CC1=CC(=O)Oc2cc(N)ccc12
• InChI: 1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3
• InChI key: GLNDAGDHSLMOKX-UHFFFAOYSA-N

Description

Application

7-Amino-4-methylcoumarin has been used:

• to determine cathepsin B like- activity
• as a substrate for leucine aminopeptidase (LAP)
• in chymotryptic assay
• as a standard to detect the activation of caspase-3 during
• sanguinarine-induced damage
• protection by human DEAD-box DDX3

Used as matrix for analysis of monosulfated disaccharides and as a co-matrix with 6-aza-2-thiothymidine for sulfated neutral and sialylated tri-and tetrasaccharides.

Biochem/physiol Actions

7-Amino-4-methylcoumarin is a coumarin derivative, which serves as a fluorescence reference standard to screen protease inhibitors.

Preparation Note

Soluble in DMSO (10 mg/mL), DMF, and acetone (10 mg/mL).

Other Notes

Reagent for preparing new fluorogenic AMC-based substrates for cystine aminopeptidase (and other hydrolases); used as reference compound in the enzyme assay.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves