A6185

Calpain Inhibitor I

Name: Calpain Inhibitor I
Brand: SIGMA

synthetic (organic), ≥97% (TLC), cysteine protease inhibitor, powder

Synonym(s):

ALLN, Ac-LLnL-CHO, MG-101, N-Acetyl-L-leucyl-L-leucyl-L-norleucinal, N-Acetyl-Leu-Leu-Norleu-al

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₇N₃O₄

CAS Number:

110044-82-1

Molecular Weight:

383.53

NACRES:

NA.77

PubChem Substance ID:

24891066

UNSPSC Code:

12352200

MDL number:

MFCD00065505

Beilstein/REAXYS Number:

7656053

Product Name

Calpain Inhibitor I, ≥97% (TLC), powder

InChI

1S/C20H37N3O4/c1-7-8-9-16(12-24)22-19(26)18(11-14(4)5)23-20(27)17(10-13(2)3)21-15(6)25/h12-14,16-18H,7-11H2,1-6H3,(H,21,25)(H,22,26)(H,23,27)/t16-,17-,18-/m0/s1

SMILES string

[H]C(=O)[C@H](CCCC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O

InChI key

FMYKJLXRRQTBOR-BZSNNMDCSA-N

biological source

synthetic (organic)

assay

≥97% (TLC)

form

powder

color

white

solubility

DMSO: soluble
ethanol: soluble

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CAPN1(823), CTSB(1508), PSMA1(5682)

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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Application

Calpain Inhibitor I have been used:

as a component of protease inhibitor cocktail for gel shift analysis
for treating HeLa cell cultures
for inhibition of 26 S proteasome in 26 S proteasome inhibition assays

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..

Can initiate apoptosis in HL-60 cells but blocks dexamethasone-induced apoptosis in thymocytes and cycloheximide-induced apoptosis in metamyelocytes. Inhibits cyclin B degradation and arrests the cell cycle at G₁/S and at meta-/anaphase. Blocks induction of nitric oxide synthase by LPS in macrophages.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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CRM1-mediated nuclear export is required for 26 S proteasome-dependent degradation of the TRIP-Br2 proto-oncoprotein

Cheong J K, et al.

The Journal of Biological Chemistry, 283(17), 11661-11676 (2008)

The mechanism regulating the dissociation of the centrosomal protein C-Nap1 from mitotic spindle poles

Mayor T, et al.

Journal of Cell Science, 115(16), 3275-3284 (2002)

Role of Stat3 in lipopolysaccharide-induced IL-10 gene expression

Benkhart E M, et al.

Journal of Immunology, 165(3), 1612-1617 (2000)

In vivo inhibition of cyclin B degradation and induction of cell-cycle arrest in mammalian cells by the neutral cysteine protease inhibitor N-acetylleucylleucylnorleucinal.

S W Sherwood et al.

Proceedings of the National Academy of Sciences of the United States of America, 90(8), 3353-3357 (1993-04-15)

The cytotoxic neutral cysteine protease inhibitor N-acetylleucylleucylnorleucinal (ALLN) inhibits cell-cycle progression in CHO cells, affecting the G1/S and metaphase-anaphase transition points, as well as S phase. Mitotic arrest induced by ALLN is associated with the inhibition of cyclin B degradation.

Cleavage of the calpain inhibitor, calpastatin, during apoptosis

Porn-Ares M I, et al.

Cell Death and Differentiation, 5(12), 1028-1028 (1998)

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