Calpeptin

Alias: Calpain; N-Cbz-leu-nleu-al; Benzylcarbonyl-leu-nleu-H
Cat No.:V0706 Purity: ≥98%
Calpeptin(sequence: Z-Leu-nLeu-H) is a novel, potent, cell-permeable calpain inhibitor with anti-fibrotic activity.
Calpeptin Chemical Structure CAS No.: 117591-20-5
Product category: Cysteine Protease
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Calpeptin (sequence: Z-Leu-nLeu-H) is a novel, potent, cell-permeable calpain inhibitor that has anti-fibrotic properties. With IC50s of 52 nM, 34 nM, 138 nM, and 40 nM, respectively, it inhibits Calpain I (porcine erythrocytes), Calpain II (porcine kidney), and Calpain I (human platelets). In an rat model of multiple sclerosis, it reduces apoptosis, inflammation, cell death, and axonal damage. Calpeptin also inhibited the migration of cells that was dependent on angiopoietin-1 and the proliferation of cells that was dependent on IL-6. This may be the fundamental mechanism underlying Calpeptin's protective effect against pulmonary fibrosis.

Biological Activity I Assay Protocols (From Reference)
Targets
Calpain II (ID50 = 34 nM); Calpain I (ID50 = 40 nM); Calpain I (ID50 = 52 nM); Papainb (ID50 = 138 nM)
ln Vitro
Calpeptin inhibits thrombin, ionomycin, or collagen-stimulated platelets' 20K phosphorylation in a dose-related manner.[1] By inhibiting Calpain activity, capeptin stimulates neurite elongation in PC12 cells that are differentiating.[2] Calpeptin functions as a functional neuroprotectant in rat retinal ganglion cells by reducing apoptosis and preserving the normal whole-cell membrane potential.[3]
ln Vivo
In a feline right ventricular (RV) PO (RVPO) model, calpeptin (0.6 mg/kg, i.v.) blocks the activation of calpain and caspase-3, cleavage of their substrates, and cardiomyocyte programmed cell death. In a rat focal cerebral ischemia–reperfusion injury model, Calpeptin reduces the neuronal apoptosis in hippocampal CA1 sector via inhibition of the expression of Caspase-3.
Enzyme Assay
Calpeptin (0.6 mg/kg, i.v.) inhibits the activation of calpain and caspase-3, cleavage of their substrates, and cardiomyocyte programmed cell death in a feline right ventricular (RV) PO (RVPO) model.[4] Through the inhibition of Caspase-3 expression, Calpeptin lowers the neuronal apoptosis in the hippocampal CA1 sector in a rat focal cerebral ischemia–reperfusion injury model.[5]
Cell Assay
Calpeptin inhibited lung fibroblasts' ability to produce TGF-b1, IL-6, angiopoietin-1, and collagen. Calpeptin also inhibited the migration of cells that was dependent on angiopoietin-1 and the proliferation of cells that was dependent on IL-6. This may be the fundamental mechanism underlying Calpeptin's protective effect against pulmonary fibrosis.
Animal Protocol
C57BL/6 female mice (Eight-week-old)[3]
0.04 mg/mouse.
Intraperitoneally three times weekly for 28 days (together with Bleo).
References

[1]. Biochem Biophys Res Commun . 1988 Jun 30;153(3):1201-8.

[2]. Neurosci Lett . 1994 Mar 28;170(1):91-3.

[3]. Brain Res . 2006 Apr 21;1084(1):146-57.

[4]. Am J Physiol Heart Circ Physiol . 2008 Jul;295(1):H314-26.

[5]. Mol Biol Rep . 2011 Feb;38(2):905-12.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H30N2O4
Molecular Weight
362.46
Exact Mass
362.22
Elemental Analysis
C, 66.27; H, 8.34; N, 7.73; O, 17.66
CAS #
117591-20-5
Appearance
Solid powder
SMILES
CCCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)OCC1=CC=CC=C1
InChi Key
PGGUOGKHUUUWAF-ROUUACIJSA-N
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
Chemical Name
benzyl N-[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxohexan-2-yl]amino]pentan-2-yl]carbamate
Synonyms
Calpain; N-Cbz-leu-nleu-al; Benzylcarbonyl-leu-nleu-H
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~72 mg/mL (~198.6 mM)
Water: <1 mg/mL
Ethanol: ~72 mg/mL (~198.6 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7589 mL 13.7946 mL 27.5893 mL
5 mM 0.5518 mL 2.7589 mL 5.5179 mL
10 mM 0.2759 mL 1.3795 mL 2.7589 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

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Biological Data
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