A selective inhibitor of calpain I
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Calpain Inhibitor XII

Item No. 14466

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[3-methyl-1-[[[1-[oxo[(2-pyridinylmethyl)amino]acetyl]butyl]amino]carbonyl]butyl]-carbamic acid, phenylmethyl ester
CAS Number
181769-57-3
Synonyms
  • Z-L-Nva-CONH-CH2-2-Py
Molecular Formula
C26H34N4O5
Formula Weight
482.6
Purity
≥90%
Formulation
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/mlEthanol: 16 mg/ml
SMILES
O=C(NC(CC(C)C)C(NC(CCC)C(C(NCC1=NC=CC=C1)=O)=O)=O)OCC2=CC=CC=C2
InChi Code
InChI=1S/C26H34N4O5/c1-4-10-21(23(31)25(33)28-16-20-13-8-9-14-27-20)29-24(32)22(15-18(2)3)30-26(34)35-17-19-11-6-5-7-12-19/h5-9,11-14,18,21-22H,4,10,15-17H2,1-3H3,(H,28,33)(H,29,32)(H,30,34)
InChi Key
PLVWMBFPIAQRHK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Calpain inhibitor XII is a reversible and selective inhibitor of calpain I (μ-calpain, Ki = 19 nM), with lower affinities for calpain II (m-calpain, Ki = 120 nM) and cathepsin B (Ki = 750 nM).1 Calpain inhibitors, including this compound, have been used to study the role of calpains in diverse processes, including neutrophil chemotaxis, neuronal signaling, and cardiac response to injury.2,3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, Z., Ortega-Vilain, A.C., Patil, G.S., et al. Novel peptidyl α-keto amide inhibitors of calpains and other cysteine proteases. J. Med. Chem. 39(20), 4089-4098 (1996).

    2. Khoutorsky, A., and Spira, M.E. Calpain inhibitors alter the excitable membrane properties of cultured aplysia neurons. J. Neurophysiol. 100(5), 2784-2793 (2008).

    3. Lokuta, M.A., Nuzzi, P.A., and Huttenlocher, A. Calpain regulates neutrophil chemotaxis. Proc. Natl. Acad. Sci. USA 100(7), 4006-4011 (2003).

    4. Puskarjov, M., Ahmad, F., Kaila, K., et al. Activity-dependent cleavage of the K-Cl cotransporter KCC2 mediated by calcium-activated protease calpain. J. Neurosci. 32(33), 11356-11364 (2012).

    5. Cai, W.F., Pritchard, T., Florea, S., et al. Ablation of junctin or triadin is associated with increased cardiac injury following ischaemia/reperfusion. Cardiovasc. Res. 94(2), 333-341 (2012).