A fluorogenic substrate for the 20S proteasome
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Ac-PAL-AMC

Item No. 26592

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-acetyl-L-prolyl-L-alanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-leucinamide
CAS Number
1431362-79-6
Synonyms
  • Acetyl-Pro-Ala-Leu-7-amino-4-Methylcoumarin
  • Ac-Pro-Ala-Leu-AMC
Molecular Formula
C26H34N4O6
Formula Weight
498.6
Purity
≥95%
Emission
430 nm
Excitation
351 nm
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
CC(C1=CC=C(NC([C@H](CC(C)C)NC([C@H](C)NC([C@@H]2CCCN2C(C)=O)=O)=O)=O)C=C1O3)=CC3=O
InChi Code
InChI=1S/C26H34N4O6/c1-14(2)11-20(25(34)28-18-8-9-19-15(3)12-23(32)36-22(19)13-18)29-24(33)16(4)27-26(35)21-7-6-10-30(21)17(5)31/h8-9,12-14,16,20-21H,6-7,10-11H2,1-5H3,(H,27,35)(H,28,34)(H,29,33)/t16-,20-,21-/m0/s1
InChi Key
BWJPVHDZSJFFDM-NDXORKPFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $82

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    5 mg

    $322

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    10 mg

    $564

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    Product Description

    Ac-PAL-AMC is a fluorogenic substrate for the β1i/LMP2 subunit of the 20S immunoproteasome.1,2 Upon cleavage, 7-amino-4-methylcoumarin (AMC) is released and its fluorescence can be used to quantify the activity of the β1i/LMP2 subunit of the 20S immunoproteasome. Ac-PAL-AMC is selective for the immunoproteasome over the constitutive proteasome. AMC displays excitation/emission maxima of 351/430 nm, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blackburn, C., Gigstad, K.M., Hales, P., et al. Characterization of a new series of non-covalent proteasome inhibitors with exquisite potency and selectivity for the 20S β5-subunit. Biochem. J. 430(3), 461-476 (2010).

    2. Park, J.E., Ao, L., Miller, Z., et al. PSMB9 codon 60 polymorphisms have no impact on the activity of the immunoproteasome catalytic subunit B1i expressed in multiple types of solid cancer. PLoS One 8(9), e73732 (2013).