ChemicalBook > CAS DataBase List > Calpain Inhibitor I

Calpain Inhibitor I

Product Name
Calpain Inhibitor I
CAS No.
110044-82-1
Chemical Name
Calpain Inhibitor I
Synonyms
LLNL;ALLN;MG 101;ac-llnl-cho;MG-101 (ALLN);InSolution? ALLN;CALPAIN INHIBITOR;AC-LL-NORLEUCINAL;Ac-Leu-Leu-Nle-al;AC-LEU-LEU-NLE-CHO
CBNumber
CB6108214
Molecular Formula
C20H37N3O4
Formula Weight
383.53
MOL File
110044-82-1.mol
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Calpain Inhibitor I Property

Melting point:
182 °C
Boiling point:
510.42°C (rough estimate)
Density 
1.1322 (rough estimate)
refractive index 
1.6300 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: soluble
form 
powder
pka
13.53±0.46(Predicted)
color 
white
Water Solubility 
Soluble in dimethyl sulfoxide, ethanol, methanol. Insoluble in water, and aqueous buffers.
BRN 
7656053
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
3-10
HS Code 
29241900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
208719
Product name
ALLN
Packaging
5mg
Price
$117
Updated
2024/03/01
Sigma-Aldrich
Product number
208719
Product name
ALLN
Packaging
25mg
Price
$303
Updated
2024/03/01
Sigma-Aldrich
Product number
11086090001
Product name
Calpain Inhibitor I
Purity
N-Acetyl-Leu-Leu-norleucinal,synthetic
Packaging
25mg
Price
$343
Updated
2024/03/01
Alfa Aesar
Product number
J61766
Product name
Calpain Inhibitor I, 95+%
Packaging
5mg
Price
$91.8
Updated
2023/06/20
Cayman Chemical
Product number
14921
Product name
Calpain Inhibitor I
Purity
≥95%
Packaging
1mg
Price
$31
Updated
2024/03/01
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Calpain Inhibitor I Chemical Properties,Usage,Production

Description

ALLN (110044-82-1) is a cell-permeable, peptide aldehyde inhibitor of calpain I (Ki=190 nM), calpain II (Ki=150 nM), cathepsin L (Ki=0.5 nM) and other neutral cysteine proteases.1?Inhibits cell cycle progression at G1/S?and metaphase/anaphase in CHO cells by inhibiting cyclin B degradation.2?Inhibits proteolytic degradation of IκBα and IκBβ in RAW macrophages induced with LPS.3?Blocks AIF-mediated necroptosis.4?Cell permeable.

Chemical Properties

white to off-white powder

Uses

Calpain inhibitor I reversibly blocks the calcium-dependent neutral cysteine protease calpain I. Calpains have been implicated in various cellular processes, including cell proliferation, apoptosis, and cell differentiation.

Uses

It inhibits apoptosis in thymocytes and metamyelocytes. It also inhibits cell cycle progression at the G1/S border and metaphase/anaphase in CHO cells by inhibiting cyclin B degradation. ALLN inhibits the proteolysis of IκBα and IκBβ by the ubiquitin-proteasome complex. ALLN also prevents nitric oxide production by activated macrophages by interfering with transcription of the inducible nitric oxide synthase gene.

Uses

Calpain inhibitor I inhibits calpain, which activates myosin light chain kinase and protein kinase C by partial proteolysis. The inhibitor should be membrane permeable due to low molecular weight and lack of charged residues.
Calpain Inhibitor I is used for western blotting methods.

Definition

ChEBI: A tripeptide composed of N-acetylleucyl, leucyl and norleucinal residues joined in sequence.

General Description

Calpain Inhibitor I is a strong, competitive inhibitor of the Ca2+-dependent neutral cysteine proteases calpain I and calpain II.

Biological Activity

Calpain inhibitor (IC 50 = 0.09 μ M) that activates p53-dependent apoptosis in tumor cell lines. Increases activated p53, p21 and caspase levels and promotes cell cycle arrest through inhibition of cyclin D degradation in vitro . Also attenuates ischemia/reperfusion injury in cardiomyocytes, hepatocytes and renal tubular cells through downregulation of iNOS and COX-2 expression.

Biochem/physiol Actions

Calpain Inhibitor I inhibits tumor necrosis factor-induced (TNF-induced) cleavage of Poly (ADP-ribose) polymerase (PARP) and calpastatin in apoptosis. It also inhibits oxygen/glucose deprivation (OGD) induced cleavage of caspase-12 and Bcl-xL..

References

1) Sasaki?et al.?(1990),?Inhibitory effect of di- and tripeptidyl aldehydes on calpains and cathepsins; J. Enzyme Inhib.?3?195 2) Sherwood?et al. (1993)?In vivo inhibition of cyclin B degradation and induction of cell-cycle arrest in mammalian cells by the neutral cysteine protease inhibitor N-acetylleucylleucylnorleucinal; Proc. Natl. Acad. Sci USA?90?3353 3) Schow and Joly (1997),?N-acetyl-leucinyl-leucinyl-norleucinal inhibits lipopolysaccharide-induced NF-kappaB activation and prevents TNF and IL-6 synthesis in vivo; Cell Immunol.?175?199 4) Shang?et al.?(2014)?Calpain: a molecule to induce AIF-mediated necroptosis in RGC-5 following elevated hydrostatic pressure; BMC Neurosci.?15?63

Calpain Inhibitor I Preparation Products And Raw materials

Raw materials

Preparation Products

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110044-82-1, Calpain Inhibitor IRelated Search:


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  • ALLN - CAS 110044-82-1 - Calbiochem
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  • ALLN (DMSO solution)
  • 110044-82-1
  • C20H37N3O4
  • Enzyme Inhibitors by Type
  • BioChemical
  • Biochemicals and Reagents
  • Calpain I
  • A to C
  • Substrate Analogs
  • Enzyme Inhibitors
  • Enzyme Inhibitors by Enzyme
  • Enzymes, Inhibitors, and Substrates
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