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110044-82-1

110044-82-1 Structure

110044-82-1 Structure
IdentificationBack Directory
[Name]

CALPAIN INHIBITOR I
[CAS]

110044-82-1
[Synonyms]

LLNL
ALLN
MG 101
ac-llnl-cho
MG-101 (ALLN)
InSolution? ALLN
AC-LL-NORLEUCINAL
Ac-Leu-Leu-Nle-al
CALPAIN INHIBITOR
AC-LEU-LEU-NLE-CHO
CALPAIN INHIBITOR I
AC-LEU-LEU-NORLEUCINAL
AC-LEU-LEU-NLE-ALDEHYDE
Calpain Inhibitor I,96%
N-AC-LEU-LEU-NORLEUCINAL
N-ACETYL-LEU-LEU-NLE-CHO
AC-LEU-LEU-L-NORLEUCINAL
Calpain Inhibitor I, ALLN
N-Acetyl-Leu-Leu-Norleu-al
ACETYL-LEU-LEU-NORLEUCINAL
AC-LEU-LEU-NLE-H (ALDEHYDE)
N-ACETYL-LEU-LEU-NORLEUCINAL
acetylleucyl-leucyl-norleucinal
ACETYL-L-LEUCYL-L-LEUCYL-L-NORLEUCINAL
N-ACETYL-L-LEUCYL-L-LEUCYL-L-NORLEUCINAL
N-Acetyl-L-leucine-L-leucine-L-norleucinal
N-Acetyl-L-leucinyl-L-leucinyl-L-norleucinal
N-acetyl-L-leucyl-N-[(1S)-1-formylpentyl]-L-Leucinamide
Calpain Inhibitor Ⅰ 〔N-Acetyl-L-leucyl-L-leucyl-L-norleucinal〕
ALLN, Ac-LLnL-CHO, MG-101, N-Acetyl-Leu-Leu-Norleu-al, N-Acetyl-L-leucyl-L-leucyl-L-norleucinal
Ac-LLnL-CHO, ALLN, MG-101, N-Acetyl-Leu-Leu-Norleu-al, N-Acetyl-L-leucyl-L-leucyl-L-norleucinal
[EINECS(EC#)]

999-999-2
[Molecular Formula]

C20H37N3O4
[MDL Number]

MFCD00065505
[MOL File]

110044-82-1.mol
[Molecular Weight]

383.53
Chemical PropertiesBack Directory
[Appearance]

white to off-white powder
[Melting point ]

182 °C
[Boiling point ]

510.42°C (rough estimate)
[density ]

1.1322 (rough estimate)
[refractive index ]

1.6300 (estimate)
[storage temp. ]

−20°C
[solubility ]

DMSO: soluble
[form ]

powder
[pka]

13.53±0.46(Predicted)
[color ]

white
[Water Solubility ]

Soluble in dimethyl sulfoxide, ethanol, methanol. Insoluble in water, and aqueous buffers.
[BRN ]

7656053
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Hazard InformationBack Directory
[Chemical Properties]

white to off-white powder
[Uses]

Calpain inhibitor I reversibly blocks the calcium-dependent neutral cysteine protease calpain I. Calpains have been implicated in various cellular processes, including cell proliferation, apoptosis, and cell differentiation.
[Definition]

ChEBI: A tripeptide composed of N-acetylleucyl, leucyl and norleucinal residues joined in sequence.
[Biological Activity]

Calpain inhibitor (IC 50 = 0.09 μ M) that activates p53-dependent apoptosis in tumor cell lines. Increases activated p53, p21 and caspase levels and promotes cell cycle arrest through inhibition of cyclin D degradation in vitro . Also attenuates ischemia/reperfusion injury in cardiomyocytes, hepatocytes and renal tubular cells through downregulation of iNOS and COX-2 expression.
[Description]

ALLN (110044-82-1) is a cell-permeable, peptide aldehyde inhibitor of calpain I (Ki=190 nM), calpain II (Ki=150 nM), cathepsin L (Ki=0.5 nM) and other neutral cysteine proteases.1?Inhibits cell cycle progression at G1/S?and metaphase/anaphase in CHO cells by inhibiting cyclin B degradation.2?Inhibits proteolytic degradation of IκBα and IκBβ in RAW macrophages induced with LPS.3?Blocks AIF-mediated necroptosis.4?Cell permeable.
[General Description]

Calpain Inhibitor I is a strong, competitive inhibitor of the Ca2+-dependent neutral cysteine proteases calpain I and calpain II.
[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..
[References]

1) Sasaki?et al.?(1990),?Inhibitory effect of di- and tripeptidyl aldehydes on calpains and cathepsins; J. Enzyme Inhib.?3?195 2) Sherwood?et al. (1993)?In vivo inhibition of cyclin B degradation and induction of cell-cycle arrest in mammalian cells by the neutral cysteine protease inhibitor N-acetylleucylleucylnorleucinal; Proc. Natl. Acad. Sci USA?90?3353 3) Schow and Joly (1997),?N-acetyl-leucinyl-leucinyl-norleucinal inhibits lipopolysaccharide-induced NF-kappaB activation and prevents TNF and IL-6 synthesis in vivo; Cell Immunol.?175?199 4) Shang?et al.?(2014)?Calpain: a molecule to induce AIF-mediated necroptosis in RGC-5 following elevated hydrostatic pressure; BMC Neurosci.?15?63
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[F ]

3-10
[HS Code ]

29241900
Spectrum DetailBack Directory
[Spectrum Detail]

ALLN(110044-82-1)MS
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