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Merck
CN

A6185

Calpain Inhibitor I

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:
Molecular Weight:
383.53
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
7656053
Assay:
≥97% (TLC)
Form:
powder
Quality level:
Technical Service
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Product Name

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

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

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.


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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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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research


M K Squìer et al.
Journal of cellular physiology, 159(2), 229-237 (1994-05-01)
Programmed cell death is an active process wherein the cell initiates a sequence of events culminating in the fragmentation of its DNA, nuclear collapse, and disintegration of the cell into small, membrane-bound apoptotic bodies. Examination of the death program in
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)



Global Trade Item Number

SKUGTIN
A6185-25MG04061833381823
A6185-5MG04061833381830