A reversible protease inhibitor
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Leupeptin (hemisulfate)

Item No. 14026

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-L-leucyl-N-[4-[(aminoiminomethyl)amino]-1S-formylbutyl]-L-leucinamide, hemisulfate
CAS Number
103476-89-7
Synonyms
  • Acetyl-L-leucyl-L-leucyl-L-argininal
Molecular Formula
C20H38N6O4 • 1/2H2SO4
Formula Weight
475.6
Purity
≥90%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 16 mg/mlEthanol: 33 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=S(O)(O)=O.O=C(N[C@H](C(N[C@H](C([H])=O)CCCNC(N)=N)=O)CC(C)C)[C@@H](NC(C)=O)CC(C)C.O=C(N[C@H](C(N[C@H](C([H])=O)CCCNC(N)=N)=O)CC(C)C)[C@@H](NC(C)=O)CC(C)C
InChi Code
InChI=1S/2C20H38N6O4.H2O4S/c2*1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22;1-5(2,3)4/h2*11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1
InChi Key
CIPMKIHUGVGQTG-VFFZMTJFSA-N
Origin
Synthetic
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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    10 mg

    $76

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    25 mg

    $134

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    50 mg

    $247

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    100 mg

    $457

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    Product Description

    Leupeptin is a reversible inhibitor of cysteine, serine, and threonine proteases that is produced naturally by Streptomyces.1 It has been reported to inhibit cathepsin B (Ki = 6 nM), calpain (Ki = 10 nM), trypsin (Ki = 35 nM), plasmin (Ki = 3.4 μM), and kallikrein (Ki = 19 μM), and has no effect against chymotrypsin, elastase, renin, or pepsin.1 Leupeptin has been shown to be protective of auditory hair cells exposed to disruptive noise or ototoxic aminoglycoside-type antibiotics.2,3 It is also widely used as a protein purification tool to prevent proteases present in tissue samples from degrading the protein of interest.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Gavriel, H., Shulman, A., Stracher, A., et al. Leupeptin reduces impulse noise induced hearing loss. J. Occup. Med. Toxicol. 6, 38 (2011).

    3. Momiyama, J., Hashimoto, T., Matsubara, A., et al. Leupeptin, a calpain inhibitor, protects inner ear hair cells from aminoglycoside ototoxicity. Tohoku J. Exp. Med. 209(2), 89-97 (2006).