7-Amino-4-trifluoromethylcoumarin

Chemodex
Product Code: CDX-A0029
Supplier: Chemodex
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CDX-A0029-G0011 g£97.00
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Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short term storage:+20°C. Long term storage:+20°C.

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Chemical Structure

Chemical Structure

Documents

Further Information

Alternate Names/Synonyms:
Coumarin 151; AFC
Appearance:
Yellow solid.
CAS:
53518-15-3
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315 - H319 - H335
InChi:
InChI=1S/C10H6F3NO2/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4H,14H2
InChiKey:
JBNOVHJXQSHGRL-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 53518-15-3. Formula: C10H6F3NO2. MW: 229.16. 7-Amino-4-trifluoromethylcoumarin (AFC) is used in the synthesis of substrates for the fluorometric assay of proteolytic enzymes in biological fluids and therefore the precursor for a variety of AFC enzyme substrates. It is a fluorogenic standard useful as a calibration standard for AFC-based enzyme substrates and for quantitating assays monitoring 7-amino-4-trifluoromethylcoumarin (AFC) release such as those utilizing ubiquitin-AFC. Compared to AMC enzyme substrates, fluorogenic AFC substrates generate AFC that has longer absorption and fluorescence wavelength that AMC. AFC is also suitable as laser dye. Spectral Data: lambdaex 376nm, lambdaem 482nm, Quantum yield 0.531.
MDL:
MFCD00006858
Molecular Formula:
C10H6F3NO2
Molecular Weight:
229.16
Package Type:
Vial
Precautions:
P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
Product Description:
7-Amino-4-trifluoromethylcoumarin (AFC) is used in the synthesis of substrates for the fluorometric assay of proteolytic enzymes in biological fluids and therefore the precursor for a variety of AFC enzyme substrates. It is a fluorogenic standard useful as a calibration standard for AFC-based enzyme substrates and for quantitating assays monitoring 7-amino-4-trifluoromethylcoumarin (AFC) release such as those utilizing ubiquitin-AFC. Compared to AMC enzyme substrates, fluorogenic AFC substrates generate AFC that has longer absorption and fluorescence wavelength that AMC. AFC is also suitable as laser dye. Spectral Data: lambdaex 376nm, lambdaem 482nm, Quantum yield 0.531.
Purity:
>99% (GC)
Signal word:
Warning
SMILES:
NC1=CC=C2C(OC(=O)C=C2C(F)(F)F)=C1
Solubility Chemicals:
Soluble in DMSO, DMF or methanol (all 25mg/ml). Insoluble in water.
Transportation:
Non-hazardous
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at RT.

References

(1) K.H. Drexhage, et al.; Opt. Commun. 15, 399 (1975) | (2) R.E. Smith, et al.; Thromb. Res. 17, 393 (1980) | (3) E.R. Bissell, et al.; J. Org. Chem. 45, 2283 (1980) | (4) R.E. Smith, et al.; Histochem. J. 24, 637 (1992) | (5) G. Nowak; J. Biol. Chem. 277, 43377 (2002) | (6) C.-S. Chu & Y.-L. Lo; Sensors and Actuators B: Chemical. 134, 711 (2008) | (67) V. Stanisic, et al.; J. Bio. Chem. 284, 16135 (2009) | (8) J.-G. Lee, et al.; J. Bio. Chem. 289, 3510 (2014)