CAS Number53518-15-3
Synonyms7-Amino-4-(trifluoromethyl)-2H-chromen-2-one; 7-amino-4-trifluoromethylchromen-2-one; MFCD00006858; Coumarin 151; 7-NH2-4-CF3-coumarin; 7-Amino-4-(trifluoromethyl)coumarin; 7-amino-4-trifluoromethylcoumarin; 7-amino-4-(trifluoromethyl)chromen-2-one; Coumarin 151,laser grade; EINECS 258-599-1
Molecular FormulaC10H6F3NO2
Molecular Weight229.16
Purity≥99%
Density1.5±0.1 g/cm3
Boiling Point314.6±42.0 °C at 760 mmHg
Melting Point221-222 °C (lit.)
Appearance(Powder or Crystals or Chunks)
EINECS258-599-1
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 53518-15-3 |
| Catalog No. | 2A-9006923 |
| Chinese Name | 7-氨基-4-三氟甲基香豆素 |
| Synonyms | 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one; 7-amino-4-trifluoromethylchromen-2-one; MFCD00006858; Coumarin 151; 7-NH2-4-CF3-coumarin; 7-Amino-4-(trifluoromethyl)coumarin; 7-amino-4-trifluoromethylcoumarin; 7-amino-4-(trifluoromethyl)chromen-2-one; Coumarin 151,laser grade; EINECS 258-599-1 |
| Molecular Formula | C10H6F3NO2 |
| Molecular Weight | 229.16 |
| Purity | ≥99 |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 314.6±42.0 °C at 760 mmHg |
| Melting Point | 221-222 °C (lit.) |
| Appearance | (Powder or Crystals or Chunks) |
| Storage Condition | Keep the receptacle sealed, stored in a cool, dry |
| Application | 7-Amino-4-(trifluoromethyl)coumarin (AFC, Coumarin 151) is a fluorescent label that can be used to sensitively detect proteases. Its excitation and emission wavelengths are 400 and 500 nm respectively |
| EINECS | 258-599-1 |
| HTC | 2932209090 |
| PubChem ID | 24854960 |
| MDL Number | MFCD00006858 |
| SMILES | Nc1ccc2c(OC(=O)C=C2C(F)(F)F)c1 |
| InChI | 1S/C10H6F3NO2/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4H,14H2 |
| InChI Key | JBNOVHJXQSHGRL-UHFFFAOYSA-N |
| Beilstein/REAXYS | 4456797 |
| NACRES Code | NA.47 |
| UNSPSC | 12171500 |
| MSDS | msds/6923_1_53518_15_3.pdf |
| Bioactivity | 7-Amino-4-(trifluoromethyl)coumarin (AFC, Coumarin 151) is a fluorescent marker for the sensitive detection of proteinases. The excitation and emission wavelengths are 400 and 490 nm, respectively. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Others Dye Reagents In Vitro Amino acid and peptide derivatives of 7-amino-4-(trifluoromethyl)coumarin are used to monitor peptidase activities. Caspase activation is measured using the fluorogenic compound N-acetyl-asp-glu-val-asp-7-Amino-4-(trifluoromethyl)coumarin (Ac-DEVD-AFC). This substrate rapidly enters cells where it is efficiently cleaved at the aspartate residue by specific caspases, yielding the fluorescent compound 7-Amino-4-(trifluoromethyl)coumarin (AFC). Following cell disruption, released 7-Amino-4-(trifluoromethyl)coumarin is separated on HPLC and detected by fluorescence. The appearance of 7-Amino-4-(trifluoromethyl)coumarin in cells is blocked by the pancaspase inhibitor benzyloxycarbonyl-val-ala-asp-fluoromethylketone, thus establishing that intracellular caspases are responsible for the cleavage[1]. γ-glutamyl-7-amino-4-(trifluoro-methyl)coumarin is synthesized and used as a substrate for fluirimetric assay of γ-gluta-myltranspeptidase. The reaction product 7-amino-4-(trifluoromethyl)coumarin is fluorescent at neutral pH values and with excitation and emission wavelengths of 400 and 490 nm, respectively, concentration is linearly related to fluorescence over the range of 10 to 300 pmol/3 mL reaction mixture[2]. References [1]. Tao Z, et al. Caspase activation by anticancer drugs: the caspase storm. Mol Pharm. 2007 Jul-Aug;4(4):583-95. [2]. White IN, et al. A continuous fluorometric assay for gamma-glutamyltranspeptidase. Anal Biochem. 1996 Jan 1;233(1):71-5. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 314.6±42.0 °C at 760 mmHg Melting Point 221-222 °C(lit.) Molecular Formula C10H6F3NO2 Molecular Weight 229.155 Flash Point 144.1±27.9 °C Exact Mass 229.035065 PSA 56.23000 LogP 1.64 Vapour Pressure 0.0±0.7 mmHg at 25°C Index of Refraction 1.562 InChIKey JBNOVHJXQSHGRL-UHFFFAOYSA-N SMILES Nc1ccc2c(C(F)(F)F)cc(=O)oc2c1 |
| Use of | 7-Amino-4-(trifluoromethyl)coumarin (AFC, Coumarin 151) is a fluorescent marker for the sensitive detection of proteinases. The excitation and emission wavelengths are 400 and 490 nm, respectively. Properties Name coumarin 151 Synonym More Synonyms coumarin 151 Biological Activity Description 7-Amino-4-(trifluoromethyl)coumarin (AFC, Coumarin 151) is a fluorescent marker for the sensitive detection of proteinases. The excitation and emission wavelengths are 400 and 490 nm, respectively. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Others Dye Reagents References [1]. Tao Z, et al. Caspase activation by anticancer drugs: the caspase storm. Mol Pharm. 2007 Jul-Aug;4(4):583-95. [2]. White IN, et al. A continuous fluorometric assay for gamma-glutamyltranspeptidase. Anal Biochem. 1996 Jan 1;233(1):71-5. Chemical & Physical Properties Molecular Formula C10H6F3NO2 Exact Mass 229.035065 PSA 56.23000 Index of Refraction 1.562 InChIKey JBNOVHJXQSHGRL-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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