An inhibitor of calpain-1, calpain-2, and cathepsin K
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Calpain Inhibitor XI

Item No. 17281

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[1-[[[1-ethyl-3-[[3-(4-morpholinyl)propyl]amino]-2,3-dioxopropyl]amino]carbonyl]-3-methylbutyl]-carbamic acid, phenylmethyl ester
CAS Number
145731-49-3
Synonyms
  • AK 295
  • CaXI
  • Cbz-Leu-D,L-Abu-CONH-(CH2)3-morpholine
  • CX295
  • Z-L-Abu-CONH(CH2)3-morpholine
  • Z-Leu-Abu-CONH(CH2)3-morpholine
Molecular Formula
C26H40N4O6
Formula Weight
504.6
Purity
≥95%
Formulation (Request formulation change)
A 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(CC)C(C(NCCCN1CCOCC1)=O)=O)=O)OCC2=CC=CC=C2
InChi Code
InChI=1S/C26H40N4O6/c1-4-21(23(31)25(33)27-11-8-12-30-13-15-35-16-14-30)28-24(32)22(17-19(2)3)29-26(34)36-18-20-9-6-5-7-10-20/h5-7,9-10,19,21-22H,4,8,11-18H2,1-3H3,(H,27,33)(H,28,32)(H,29,34)
InChi Key
TZVQRMYLYQNBOA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $115

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    5 mg

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    Product Description

    Calpain inhibitor XI is an inhibitor of calpain-1 and calpain-2 (Kis = 140 and 41 µM, respectively) that also inhibits cathepsin K.1,2 It is selective for calpain-1 and cathepsin K over cathepsin B and papain in a cell-free assay at 1 µM.2 It reduces the levels of spectrin breakdown products (SBDPs), proteolysis products of calpain-1, in HT22 mouse hippocampal neuronal cells at a concentration of 10 µM. Calpain inhibitor XI reduces the degradation of the calpain substrates calpastatin and fodrin in a rat model of cerebral hypoxia-ischemia.3

    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. Knopp, R.C., Jastaniah, A., Dubrovskyi, O., et al. Extending the calpain-cathepsin hypothesis to the neurovasculature: Protection of brain endothelial cells and mice from neurotrauma. ACS Pharmacol. Transl. Sci. 4(1), 372-385 (2021).

    3. Blomgren, K., Hallin, U., Andersson, A.L., et al. Calpastatin is up-regulated in response to hypoxia and is a suicide substrate to calpain after neonatal cerebral hypoxia-ischemia. The Journal of Biological Chemisty 274(20), 14046-14052 (1999).