CALPAIN INHIBITOR III Chemical Properties

Boiling point:

595.6±50.0 °C(Predicted)

Density 

1.153±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: 26 mg/mL

form 

White lyophilized solid

pka

11.05±0.46(Predicted)

color 

White

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

InChIKey

NGBKFLTYGSREKK-ANYOKISRSA-N

SMILES

C(OCC1=CC=CC=C1)(=O)N[C@H](C(NC(C=O)CC1=CC=CC=C1)=O)C(C)C

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2924297099

MSDS

• Language:English Provider:SigmaAldrich

CALPAIN INHIBITOR III Usage And Synthesis

Description

MDL-28170 (88191-84-8) is a potent and selective cell permeable calpain inhibitor. Inhibits oxidative damage-induced apoptosis in PC12 cells and capsaicin-induced apoptosis in dorsal root ganglion neurons.1?It penetrates the blood-brain barrier and inhibits brain cysteine protease activity after systemic administration, ameliorating brain damage in a gerbil model of global ischemia.2?Displays neuroprotective effects in neurotrauma rodent models.3?Calpain I Ki?= 8 nM; Cathepsin B Ki?= 24 nM in isolated enzyme assays. IC50?= 0.3 μM in intact cell assay.4

Uses

MDL 28170 acts as a caplain inhibitor reducing hypoxia in ischemic-retinopathy, and various other neuroprotective effects.

Uses

Inhibits calpain proteolysis

Definition

ChEBI: A dipeptide resulting from the formal condensation of the carboxy group of N-benzyloxycarbonyl-L-valine with the amino group of L-phenylalanine aldehyde. It is a potent cell-permeable inhibitor of calpai I and II, and is also a gamma-secretase inhibitor.

General Description

A potent, cell-permeable inhibitor of calpain I and II (K_i = 8 nM) that also reduces capsaicin-mediated cell death in cultured dorsal root ganglion. Reported to block A23187-induced suppression of neurite outgrowth in isolated hippocampal pyramidal neurons. Exhibits neuroprotective effects against glutamate-induced toxicity.

Biological Activity

Potent, selective inhibitor of calpain and cathepsin B (K i values are 10 and 25 nM respectively) that does not inhibit trypsin-like serine proteases. Rapidly penetrates the blood-brain barrier following systemic administration and displays neuroprotective effects in vivo .

Biochem/physiol Actions

Cell permeable: yes

References

[1] P.S. CHARD. Capsaicin-induced neurotoxicity in cultured dorsal root ganglion neurons: Involvement of calcium-activated proteases[J]. Neuroscience, 1995, 65 4: Pages 1099-1108. DOI:10.1016/0306-4522(94)00548-j
[2] PING-AN LI . Postischemic treatment with calpain inhibitor MDL 28170 ameliorates brain damage in a gerbil model of global ischemia[J]. Neuroscience Letters, 1998, 247 1: Pages 17-20. DOI:10.1016/s0304-3940(98)00266-3
[3] STEPHANIE N THOMPSON. A pharmacological analysis of the neuroprotective efficacy of the brain- and cell-permeable calpain inhibitor MDL-28170 in the mouse controlled cortical impact traumatic brain injury model.[J]. Journal of neurotrauma, 2010, 27 12: 2233-2243. DOI:10.1089/neu.2010.1474
[4] SANKAR CHATTERJEE. d-Amino Acid Containing, High-Affinity Inhibitors of Recombinant Human Calpain I†[J]. Journal of Medicinal Chemistry, 1998, 41 15: 2663-2666. DOI:10.1021/jm980035y

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