A calpain inhibitor
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Calpeptin

Item No. 14593

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-1-[[[(1S)-1-formylpentyl]amino]carbonyl]-3-methylbutyl]-carbamic acid, phenylmethyl ester
CAS Number
117591-20-5
Molecular Formula
C20H30N2O4
Formula Weight
362.5
Purity
≥90%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C(N[C@@H](CC(C)C)C(N[C@@H](CCCC)C([H])=O)=O)OCC1=CC=CC=C1
InChi Code
InChI=1S/C20H30N2O4/c1-4-5-11-17(13-23)21-19(24)18(12-15(2)3)22-20(25)26-14-16-9-7-6-8-10-16/h6-10,13,15,17-18H,4-5,11-12,14H2,1-3H3,(H,21,24)(H,22,25)/t17-,18-/m0/s1
InChi Key
PGGUOGKHUUUWAF-ROUUACIJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

    $124

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    25 mg

    $284

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    50 mg

    $523

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    Product Description

    Calpeptin is a cell-penetrating peptide inhibitor of calpain (IC50 = 5 nM) which completely abolishes calpain activity in platelets.1,2,3 In this way, it inhibits both collagen- and thrombin-induced aggregation of platelets.4 Calpeptin is also a potent inhibitor of cathepsin K (IC50 = 0.11 nM).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tsujinaka, T., Kajiwara, Y., Kambayashi, J., et al. Synthesis of a new cell penetrating calpain inhibitor (calpeptin). Biochem. Biophys. Res. Commun. 153(3), 1201-1208 (1988).

    2. Iqbal, M., Messina, P.A., Freed, B., et al. Subsite requirements for peptide aldehyde inhibitors of human calpain I. Bioorg. Med. Chem. Lett. 7(5), 539-544 (1997).

    3. Leung, D., Abbenante, G., and Fairlie, D.P. Protease inhibitors: Current status and future prospects. J. Med. Chem. 43(3), 305-341 (2000).

    4. Mehdi, S. Cell-penetrating inhibitors of calpain. Trends Biochem. Sci. 16(4), 150-153 (1991).

    5. Catalano, J.G., Deaton, D.N., Long, S.T., et al. Design of small molecule ketoamide-based inhibitors of cathepsin K. Bioorg. Med. Chem. Lett. 14(3), 719-722 (2004).