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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

Assay:

≥97% (TLC)

Form:

powder

Quality level:

200

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Properties

Product Name

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

biological source

synthetic (organic)

Quality Level

200

assay

≥97% (TLC)

form

powder

color

white

solubility

DMSO: soluble, ethanol: soluble

storage temp.

−20°C

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

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

InChI key

FMYKJLXRRQTBOR-BZSNNMDCSA-N

Gene Information

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

Description

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

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.

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..

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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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Cleavage of the calpain inhibitor, calpastatin, during apoptosis

Porn-Ares M I, et al.

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

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.

Inhibitors of the proteasome pathway interfere with induction of nitric oxide synthase in macrophages by blocking activation of transcription factor NF-kappa B.

J M Griscavage et al.

Proceedings of the National Academy of Sciences of the United States of America, 93(8), 3308-3312 (1996-04-16)

The objective of this study was to elucidate the role of the proteasome pathway or multicatalytic proteinase complex in the induction of immunologic nitric oxide (NO) synthase (iNOS) in rat alveolar macrophages activated by lipopolysaccharide. Macrophages were incubated in the

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