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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:
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

Key Documents

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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)

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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.

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3834
MKCX2014
MKCQ7536
MKCM9527
MKCH5697

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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)
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)
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)
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
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Global Trade Item Number

SKUGTIN
A6185-25MG04061833381823
A6185-5MG04061833381830

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