A fluorogenic substrate for certain elastases
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MeOSuc-Ala-Ala-Pro-Val-AMC

Item No. 14907

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-L-prolyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-valinamide
CAS Number
72252-90-5
Synonyms
  • I 1270
  • MeOSuc-AAPV-AMC
  • Methoxy Succinyl-Ala-Ala-Pro-Val-AMC
Molecular Formula
C31H41N5O9
Formula Weight
627.7
Purity
≥98%
Emission
440-460 nm
Excitation
355-380 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 16 mg/ml
λmax
329 nm
SMILES
COC(CCC(N[C@H](C(N[C@H](C(N1CCC[C@H]1C(N[C@@H](C(C)C)C(NC2=CC=C(C(C)=CC(O3)=O)C3=C2)=O)=O)=O)C)=O)C)=O)=O
InChi Code
InChI=1S/C31H41N5O9/c1-16(2)27(30(42)34-20-9-10-21-17(3)14-26(39)45-23(21)15-20)35-29(41)22-8-7-13-36(22)31(43)19(5)33-28(40)18(4)32-24(37)11-12-25(38)44-6/h9-10,14-16,18-19,22,27H,7-8,11-13H2,1-6H3,(H,32,37)(H,33,40)(H,34,42)(H,35,41)/t18-,19-,22-,2
InChi Key
CMEUDEVBFFPSEI-NFHWZJRKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    MeOSuc-Ala-Ala-Pro-Val-AMC (MeOSuc-AAPV-AMC) is a fluorogenic substrate for human leukocyte and porcine pancreatic elastase. The methoxy succinyl (MeO-Suc) peptide AAPV is avidly hydrolyzed by these elastases but not by cathepsin G.1,2 The addition of 7-amino-4-methylcoumarin (AMC) generates a peptide of low fluorescence (excitation: 355-380 nm; emission 440-460 nm) that demonstrates a linear increase in fluorescence in the presence of elastase.3 This peptidyl-AMC substrate detects as little as 11 pM human leukocyte elastase and 18 pM porcine pancreatic elastase.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Powers, J.C., Gupton, B.F., Harley, A.D., et al. Specificity of porcine pancreatic elastase, human leukocyte elastase and cathepsin G. Inhibition with peptide chloromethyl ketones. Biochim. Biophys. Acta 485(1), 156-166 (1977).

    2. Nakajima, K., and Powers, J.C. Mapping the extended substrate binding site of cathepsin G and human leukocyte elastase. The Journal of Biological Chemisty 254(10), 4027-4032 (1979).

    3. Castillo, M.J., Nakajima, K., Zimmerman, M., et al. Sensitive substrates for human leukocyte and porcine pancreatic elastase: A study of the merits of various chromophoric and fluorogenic leaving groups in assays for serine proteases. Anal. Biochem. 99(1), 53-64 (1979).