A peptide inhibitor of PMN and pancreatic elastases
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MeOSuc-Ala-Ala-Pro-Ala-CMK

Item No. 42456

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-N-[(1S)-3-chloro-1-methyl-2-oxopropyl]-L-prolinamide
CAS Number
111682-13-4
Synonyms
  • MeO-Suc-Ala-Ala-Pro-Ala-CH2Cl
  • MSACK
Molecular Formula
C20H31ClN4O7
Formula Weight
474.9
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
MeO-XAAPA-CH2Cl (X = succinic acid)
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly soluble: 1-10 mg/mlPBS (pH 7.2): Soluble: ≥10 mg/ml
SMILES
O=C([C@@H](NC([C@@H](NC(CCC(OC)=O)=O)C)=O)C)N1CCC[C@H]1C(N[C@@H](C)C(CCl)=O)=O
InChi Code
InChI=1S/C20H31ClN4O7/c1-11(15(26)10-21)23-19(30)14-6-5-9-25(14)20(31)13(3)24-18(29)12(2)22-16(27)7-8-17(28)32-4/h11-14H,5-10H2,1-4H3,(H,22,27)(H,23,30)(H,24,29)/t11-,12-,13-,14-/m0/s1
InChi Key
UIYRKMRXXFXSTH-XUXIUFHCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    MeOSuc-Ala-Ala-Pro-Ala-CMK (MSACK) is a peptide inhibitor of polymorphonuclear leukocyte (PMN) and pancreatic elastases (IC50s = 2.8 and 15.2 µM, respectively, for the human enzymes).1 It inhibits PMN elastase-mediated collagen cleavage in isolated porcine articular cartilage.2 MSACK decreases serum amylase levels and leukocyte pancreatic infiltration in a rat model of cerulein-induced acute pancreatitis.1 It also reduces E-cadherin cleavage and myeloperoxidase (MPO) activity in rat pancreatic lysates prepared from the same model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mayerle, J., Schnekenburger, J., Krüger, B., et al. Extracellular cleavage of E-cadherin by leukocyte elastase during acute experimental pancreatitis in rats. Gastroenterology 129(4), 1251-1267 (2005).

    2. Hilbert, N., Schiller, J., Arnhold, J., et al. Cartilage degradation by stimulated human neutrophils: Elastase is mainly responsible for cartilage damage. Bioorg. Chem. 30(2), 119-132 (2002).