A fluorescent probe for peptide labeling
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7-Amino-4-methylcoumarin

Item No. 27792

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-amino-4-methyl-2H-1-benzopyran-2-one
CAS Number
26093-31-2
Synonyms
  • AMC
  • Coumarin 120
  • 4-methyl-7-aminocoumarin
  • NSC 45796
Molecular Formula
C10H9NO2
Formula Weight
175.2
Purity
≥98%
Emission
445 nm
Excitation
345 nm
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMF:PBS (pH 7.2) (1:50): 0.01 mg/mlDMSO: 3 mg/mlDMSO:PBS (pH 7.2) (1:40): 0.02 mg/ml
λmax
233, 354 nm
SMILES
O=C(C=C1C)OC2=C1C=CC(N)=C2
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $36

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    500 mg

    $68

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    1 g

    $117

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    Product Description

    7-Amino-4-methylcoumarin (AMC) is a fluorescent probe for peptide labeling commonly used in the study of proteases.1,2,3 Conjugation of AMC via its amino group to a peptide substrate results in quenching of the fluorescent signal.1 Upon enzymatic cleavage of the peptide by proteases, AMC is released and its fluorescence can be used to quantify enzyme activity. AMC displays excitation/emission maxima of 345/445 nm, respectively.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wildeboer, D., Jeganathan, F., Price, R.G., et al. Characterization of bacterial proteases with a panel of fluorescent peptide substrates. Anal. Biochem. 384(2), 321-328 (2009).

    2. Kisselev, A.F., and Goldberg, A.L. Monitoring activity and inhibition of 26S proteasomes with fluorogenic peptide substrates. Methods Enzymol. 398, 364-378 (2005).

    3. Prudnikov, I.M., and Smirnov, A.N. Short peptide tools for monitoring caspase and proteasome activities in embryonal and adult rat brain lysates: An approach for the differential identification of proteases. J. Biochem. 151(3), 299-316 (2012).

    4. Zimmerman, M., Yurewicz, E., and Patel, G. A new fluorogenic substrate for chymotrypsin. Anal. Biochem. 70(1), 258-262 (1976).