03-34-0051

Calpeptin

Name: Calpeptin
Brand: MM

≥94% (HPLC), calpain blocker, solid

Sinónimos:

Calpeptin, Benzyloxycarbonylleucyl-norleucinal

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About This Item

Fórmula empírica (notación de Hill):

C₂₀H₃₀N₂O₄

Número CAS:

117591-20-5

Peso molecular:

362.46

MDL number:

MFCD00155623

UNSPSC Code:

12352202

NACRES:

NA.77

Nombre del producto

Calpeptin, A cell-permeable calpain inhibitor (ID₅₀ = 52 nM for calpain-1; ID₅₀ = 34 nM for calpain-2; ID₅₀ = 138 nM for papain).

Quality Level

100

assay

≥94% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white to off-white

solubility

DMF: 5 mg/mL
DMSO: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

N([C@@H](CC(C)C)C(=O)N[C@@H](CCCC)C=O)C(=O)OCc1ccccc1

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

InChI key

PGGUOGKHUUUWAF-ROUUACIJSA-N

Categorías relacionadas

Pequeñas moléculas bioactivas

General description

Calpeptin inhibits the Ca²⁺-stimulatedcleavage of p35 to p25 by calpain. It regulates the processing of β-amyloidprecursor protein to β-amyloid (Aβ). Calpeptin alleviates neurite elongation indifferentiating PC12 cells. In platelets, it prevents Ca²⁺-ionophore-induceddegradation of actin binding protein and P235. It blocks the myosinlight chain phosphorylation in platelets stimulated by collagen, ionomycin, orthrombin. Calpeptin inhibits the growth of estrogen receptor positive breast cancer cells. Calpeptin is a cell permeable calpain blocker. It also blocks theactivation of T-cells in the immune system. It has been observed that calpeptininduces secondary inflammatory responses and apoptosis in muscle cells.

Biochem/physiol Actions

Cell permeable: yes

ID50 = 52 nM for calpain-1; 34 nM for calpain-2; 138 nM for papain

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Dissolve in a minimal amount of DMF or DMSO then add H₂O, buffer or medium just prior to use.

Other Notes

Lee, M.S., et al. 2000. Nature405, 360.
Yamazaki, T., et al. 1997. Biochemistry27, 8377.
Klafki, H., et al. 1996. J. Biol. Chem.271, 28655.
Shiba, E., et al. 1996. Anticancer Res. 16, 773.
Pinter, M., et al. 1994. Neurosci. Lett. 170, 91.
Saito, K., and Nixon, R.A. 1993. Neurochem. Res. 18, 231.
Tsujinaka, T., et al. 1988. Biochem. Biophys. Res. Commun.153, 1201.

Z-Leu-Nle-CHO

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Clase de almacenamiento

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Calpeptin attenuates cigarette smoke-induced pulmonary inflammation via suppressing calpain/IκBα signaling in mice and BEAS-2B cells.

Jingjing Zuo et al.

Pathology, research and practice, 214(8), 1199-1209 (2018-08-07)

Exposure to cigarette smoke including secondhand smoking is the most important risk factor in the development of chronic obstructive pulmonary disease where incidence has substantially increased in recent decades. The mechanisms responsible for cigarette smoke-induced pulmonary inflammation remain unclear, and

Cornification of keratinocytes is associated with differential changes in the catalytic activity and the immunoreactivity of transglutaminase-1.

Marta Surbek et al.

Scientific reports, 13(1), 21550-21550 (2023-12-07)

Transglutaminase 1 (TGM1) plays an essential role in skin barrier formation by cross-linking proteins in differentiated keratinocytes. Here, we established a protocol for the antibody-dependent detection of TGM1 protein and the parallel detection of TGM activity. TGM1 immunoreactivity initially increased

Cleavage and activation of LIM kinase 1 as a novel mechanism for calpain 2-mediated regulation of nuclear dynamics.

L Rodríguez-Fernández et al.

Scientific reports, 11(1), 16339-16339 (2021-08-13)

Calpain-2 (CAPN2) is a processing enzyme ubiquitously expressed in mammalian tissues whose pleiotropic functions depend on the role played by its cleaved-products. Nuclear interaction networks, crucial for a number of molecular processes, could be modified by CAPN2 activity. However, CAPN2

Extracellular CIRP Induces Calpain Activation in Neurons via PLC-IP3-Dependent Calcium Pathway.

Archna Sharma et al.

Molecular neurobiology, 60(6), 3311-3328 (2023-03-01)

Abnormal calcium homeostasis, activation of protease calpain, generation of p25 and hyperactivation of cyclin-dependent kinase 5 (Cdk5) have all been implicated in the pathogenesis of neurogenerative diseases including Alzheimer's disease. We have recently shown that extracellular cold-inducible RNA-binding protein (eCIRP)

Buddlejasaponin IV induces apoptotic cell death by activating the mitochondrial‑dependent apoptotic pathway and reducing α2β1 integrin‑mediated adhesion in HT‑29 human colorectal cancer cells.

Jin-Eun Kim et al.

Oncology reports, 49(3) (2023-02-18)

Colon cancer is one of the most frequent malignant neoplasms worldwide. Epidemiological studies suggested that the development of colon cancer can be prevented by plant‑derived ingredients. In the present study, the chemopreventive activity of buddlejasaponin IV (BS‑IV), isolated from the

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