NorrChemica™
7-Amino-4-methylcoumarin
7-Amino-4-methylcoumarin | CAS 26093-31-2 | ≥98%
| Pack size | Excl. VAT | Incl. VAT | Add to cart |
|---|---|---|---|
| 1.0 g | €39,90 | ||
| 5.0 g | €64,20 | ||
| 10 g | €98,20 | ||
| 25 g | €169,20 | ||
| 50 g | €289,20 | ||
| 100 g | €498,20 |
Taxes and fees, e.g. VAT, included in the price. Shipping calculated at checkout.Free shipping on EU, UK and EFTA orders above €250, and above €400 to the rest of the world.
Technical Specifications
| CAS Number | 26093-31-2 |
| EC / EINECS Number | 247-454-8 |
| MDL Number | MFCD00006868 |
| SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)N |
| InChI | InChI=1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3 |
| InChIKey | GLNDAGDHSLMOKX-UHFFFAOYSA-N |
| PubChem CID | 92249 |
| Molecular Formula | C₁₀H₉NO₂ |
| Molecular Weight | 175.18 g/mol |
| Melting Point | 223–226 °C |
| Solubility | Soluble in acetone (10 mg/mL), DMSO (10 mg/mL) and DMF. Slightly soluble in water. |
| Purity | ≥98% |
| Physical Form | White to pale brown powder or crystalline powder |
| HS Code | 2932.20 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Keep container tightly closed in a dry and well-ventilated place. Protect from light. Keep refrigerated. |
Product Description & Scientific Applications
7-Amino-4-methylcoumarin (AMC) is a fluorogenic compound and the traditionally used leaving group in peptide substrates for protease and peptidase assays. Released AMC is detected by fluorescence, with excitation at 365 nm and emission at 440 nm. In a tryptophanase assay with a serine-AMC carbamate substrate, this fluorescence read-out allowed routine assay of solutions containing 10⁻³ units of enzyme activity.
Protease assays. In bottlebrush polymers with AMC attached through caspase-3-cleavable peptides, enzymatic cleavage releases free AMC and gives a “turn-on” fluorescence signal. GD₄K-AMC measures the activity of the serine protease enteropeptidase through a shift in its emission spectrum on cleavage.
Specificity profiling. Libraries of tripeptide-AMC substrates are used to profile protease cleavage specificity through specificity constants (kcat/Km). This approach defined the substrate preferences of the Mycobacterium tuberculosis ClpP1P2 protease.
Substrate synthesis. Aminoacyl-AMC derivatives are important synthons for the construction of chromogenic and fluorogenic protease substrates.
Histological staining. AMC is a fluorescent substitute for Schiff’s reagent in periodic acid-Schiff (PAS) staining. Under UV excitation, AMC-stained sections show glycogen- and mucus-rich structures, such as colonic goblet cells, in blue fluorescence.
Shipping Destinations
- EU & UK: Priority delivery, 2–5 business days.
- United States (DDP): 3–7 business days, duties and taxes prepaid.
- EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
- Worldwide: 7–14 business days, selected locations.
Safety Information
| GHS Pictograms |
|
| Signal Word | Warning |
| Hazard Class | Not classified as dangerous goods |
| Transport Category | Not dangerous goods (ADR/IATA/IMDG) |
| H-Statements | H315 - H319 - H335 |
| P-Statements | P280 - P302+P352 - P304+P340 - P305+P351+P338 - P312 - P501 |
Documentation
| Safety Data Sheet | Download PDF |
