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A6185

Sigma-Aldrich

Calpain Inhibitor I

≥97% (TLC), powder

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Synonym(s):
ALLN, Ac-LLnL-CHO, MG-101, N-Acetyl-L-leucyl-L-leucyl-L-norleucinal, N-Acetyl-Leu-Leu-Norleu-al
Empirical Formula (Hill Notation):
C20H37N3O4
CAS Number:
110044-82-1
Molecular Weight:
383.53
Beilstein:
7656053
MDL number:
MFCD00065505
UNSPSC Code:
12352200
PubChem Substance ID:
24891066
NACRES:
NA.77

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)

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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.
Role of Stat3 in lipopolysaccharide-induced IL-10 gene expression
Benkhart E M, et al.
Journal of Immunology, 165(3), 1612-1617 (2000)
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)
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