A cathepsin B and L inhibitor
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CA-074 methyl ester

Item No. 18469

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[(2S,3S)-3-[(propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline, methyl ester
CAS Number
147859-80-1
Molecular Formula
C19H31N3O6
Formula Weight
397.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 16 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 2 mg/ml
SMILES
O=C([C@@H]1CCCN1C([C@@]([C@@H](C)CC)([H])NC([C@@H]2[C@@H](C(NCCC)=O)O2)=O)=O)OC
InChi Code
InChI=1S/C19H31N3O6/c1-5-9-20-16(23)14-15(28-14)17(24)21-13(11(3)6-2)18(25)22-10-7-8-12(22)19(26)27-4/h11-15H,5-10H2,1-4H3,(H,20,23)(H,21,24)/t11-,12-,13-,14-,15-/m0/s1
InChi Key
XGWSRLSPWIEMLQ-YTFOTSKYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    Product Description

    CA-074 methyl ester is a cell-permeable inhibitor of cathepsin B and L in vivo and in whole cells.1,2 The methyl ester is hydrolyzed by intracellular esterases releasing the active inhibitor, CA-074. This compound has primarily been used to study the role of cathepsin B in neurodegeneration, cancer cell metastasis, necrosis, and rheumatoid arthritis.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Montaser, M., Lalmanach, G., and Mach, L. CA-074, but not its methyl ester CA-074ME, is a selective inhibitor of cathepsin B within living cells. Biol. Chem. 383(7-8), 1305-1308 (2002).

    2. Steverding, D. The cathepsin B-selective inhibitors CA-074 and CA-074Me inactivate cathepsin L under reducing conditions. Open Enzyme Inhibition Journal 4(1), 11-16 (2011).

    3. Hook, V.Y., Kindy, M., and Hook, G. Inhibitors of cathepsin B improve memory and reduce β-amyloid in transgenic Alzheimer disease mice expressing the wild-type, but not the Swedish mutant, β-secretase site of the amyloid precursor protein. The Journal of Biological Chemisty 283(12), 7745-7753 (2008).

    4. Szpaderska, A.M., and Frankfater, A. An intracellular form of cathepsin B contributes to invasiveness in cancer. Cancer Res. 61(8), 3493-3500 (2001).

    5. Hentze, H., Lin, X.Y., Choi, M.S.K., et al. Critical role for cathepsin B in mediating caspase-1-dependent interleukin-18 maturation and caspase-1-independent necrosis triggered by the microbial toxin nigericin. Cell Death Differ. 10(9), 956-968 (2003).

    6. Tong, B., Wan, B., Wei, Z., et al. Role of cathepsin B in regulating migration and invasion of fibroblast-like synoviocytes into inflamed tissue from patients with rheumatoid arthritis. Clin. Exp. Immunol. 177(3), 586-597 (2014).