Introduction：Basic information about CAS 53518-15-3|coumarin 151, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | coumarin 151 |
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| CAS Number | 53518-15-3 | Molecular Weight | 229.155 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 314.6±42.0 °C at 760 mmHg |
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| Molecular Formula | C10H6F3NO2 | Melting Point | 221-222 °C(lit.) |
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| MSDS | / | Flash Point | 144.1±27.9 °C |
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Names
| Name | coumarin 151 |
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| Synonym | More Synonyms |
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coumarin 151 BiologicalActivity
| 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. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>OthersDye Reagents |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 314.6±42.0 °C at 760 mmHg |
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| Melting Point | 221-222 °C(lit.) |
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| Molecular Formula | C10H6F3NO2 |
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| Molecular Weight | 229.155 |
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| Flash Point | 144.1±27.9 °C |
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| Exact Mass | 229.035065 |
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| PSA | 56.23000 |
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| LogP | 1.64 |
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| Vapour Pressure | 0.0±0.7 mmHg at 25°C |
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| Index of Refraction | 1.562 |
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| InChIKey | JBNOVHJXQSHGRL-UHFFFAOYSA-N |
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| SMILES | Nc1ccc2c(C(F)(F)F)cc(=O)oc2c1 |
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Safety Information
| Hazard Codes | Xn:Harmful; |
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| Risk Phrases | R20/21/22;R36/37/38 |
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| Safety Phrases | S26-S36-S37/39 |
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| WGK Germany | 3 |
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| HS Code | 2932209090 |
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Customs
| HS Code | 2932209090 |
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| Summary | 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one |
| 2H-1-Benzopyran-2-one, 7-amino-4- (trifluoromethyl)- |
| 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 |
| 2H-1-Benzopyran-2-one, 7-amino-4-(trifluoromethyl)- |
