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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:
Molecular Weight:
383.53
Beilstein/REAXYS Number:
7656053
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

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

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1 of 4

This Item
A606011086090001T7830
Calpain Inhibitor I ≥97% (TLC), powder

A6185

Calpain Inhibitor I

Calpain Inhibitor II powder

A6060

Calpain Inhibitor II

Calpain Inhibitor I N-Acetyl-Leu-Leu-norleucinal, synthetic

11086090001

Calpain Inhibitor I

TFLLR-NH2 trifluoroacetate salt >98% (HPLC)

T7830

TFLLR-NH2 trifluoroacetate salt

form

powder

form

powder

form

powder

form

lyophilized powder

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

DMSO: soluble, ethanol: soluble

solubility

ethanol: 20 mg/mL

solubility

DMF: 10 mg/mL, ethanol: 10 mg/mL, methanol: 10 mg/mL

solubility

H2O: >2 mg/mL

color

white

color

white

color

-

color

white to tan

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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ALLM Cell permeable inhibitor of calpain I (Ki = 120 nM), calpain II (Ki = 230 nM), cathepsin B (Ki = 100 nM), and cathepsin L (Ki = 600 pM).

Sigma-Aldrich

208721

ALLM

Calpain Inhibitor VI The Calpain Inhibitor VI, also referenced under CAS 190274-53-4, controls the biological activity of Calpain. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.

Sigma-Aldrich

208745

Calpain Inhibitor VI

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.
Q Lu et al.
Archives of biochemistry and biophysics, 334(1), 175-181 (1996-10-01)
Recent investigations indicate that proteolysis is an important event in generation of the apoptosis phenotype. Although various proteases have been suggested to be candidates for this proteolysis, the results from different laboratories are inconsistent. In the present studies, HL-60 cells
Cross-talk between two cysteine protease families: activation of caspase-12 by calpain in apoptosis
Nakagawa T and Yuan J
The Journal of Cell Biology, 150(4), 887-894 (2000)
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
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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