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About This Item
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
247-454-8
MDL number:
Beilstein/REAXYS Number:
142231
Product Name
7-Amino-4-methylcoumarin, Chromophore for substrates
Quality Level
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
λex 365 nm; λem 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
Application
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.
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Regulation of p21 expression for anti-apoptotic activity of DDX3 against sanguinarine-induced cell death on intrinsic pathway
Nguyen CN, et al.
Phytomedicine, 153096-153096 (2019)
Significant activities of extracellular enzymes from a brown tide in the coastal waters of Qinhuangdao, China
Ou L, et al.
Harmful Algae, 74, 1-9 (2018)
Issues in Chemistry and General Chemical Research (2012)