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Safety Information

M6690

Sigma-Aldrich

MDL 28170

≥90% (TLC)

Synonym(s):

Calpain Inhibitor III

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About This Item

Empirical Formula (Hill Notation):
C22H26N2O4
CAS Number:
88191-84-8
Molecular Weight:
382.45
MDL number:
MFCD00798796
UNSPSC Code:
12352200
PubChem Substance ID:
24278565
NACRES:
NA.77

Quality Level

200

Assay

≥90% (TLC)

composition

Peptide Content, >90%

solubility

DMSO: 26 mg/mL
H2O: insoluble
methanol: soluble

shipped in

wet ice

storage temp.

2-8°C

SMILES string

[H]C(=O)C(Cc1ccccc1)NC(=O)[C@@H](NC(=O)OCc2ccccc2)C(C)C

InChI

1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19?,20-/m0/s1

InChI key

NGBKFLTYGSREKK-ANYOKISRSA-N

Gene Information

human ... CAPN1(823) , CAPN2(824)

Amino Acid Sequence

Z-Val-Phe-al

Application

MDL 28170 has been used as a calpain inhibitor:
  • to study its effects on neuroinflammation and necroptosis in rat model of cardiac arrest
  • to analyze its effects on the degradation of neuronal nitric oxide synthase (nNOS) in beef semimembranosus muscle
  • to study its protective effects against traumatic brain injury and survival of bone marrow-derived mesenchymal stem cells (BMSCs) in rat brain

Biochem/physiol Actions

MDL 28170 exhibits neuroprotective effects against spinal cord injury, focal cerebral ischemia, and neonatal hypoxia-ischemia in rats. It also shows anti-inflammatory and anti-neurodegenerative properties. MDL 28170 crosses the blood-brain barrier and penetrates readily through the cell membranes.
MDL 28170 is a potent cell permeable calpain I and II inhibitor; reduces capsaicin-mediated cell death in cultured dorsal root ganglion neurons. Reduced occurrence of apoptosis in H2O2 and A23187 treated PC12 cells. γ-secretase-inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

M6690-VAR:
M6690-BULK:
M6690-25MG-BULK:
M6690-25MG:

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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Victor Briz et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(10), 4317-4328 (2013-03-08)
Memory consolidation has been suggested to be protein synthesis dependent. Previous data indicate that BDNF-induced dendritic protein synthesis is a key event in memory formation through activation of the mammalian target of rapamycin (mTOR) pathway. BDNF also activates calpain, a
Jiangnan Hu et al.
Stem cell research & therapy, 10(1), 96-96 (2019-03-17)
Studies have shown that transplantation of bone marrow-derived mesenchymal stem cells (BMSCs) protects against brain damage. However, the low survival number of transplanted BMSCs remains a pertinent challenge and can be attributed to the unfavorable microenvironment of the injured brain.
Lorelei B Silverman-Gavrila et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(5), 1975-1990 (2013-02-01)
Low-frequency depression (LFD) of transmitter release occurs at phasic synapses with stimulation at 0.2 Hz in both isolated crayfish (Procambarus clarkii) neuromuscular junction (NMJ) preparations and in intact animals. LFD is regulated by presynaptic activity of the Ca(2+)-dependent phosphatase calcineurin
Wen-Yan Wang et al.
International immunopharmacology, 93, 107377-107377 (2021-02-01)
Cerebral ischemia-reperfusion injury (CIRI) is the leading cause of poor neurological prognosis after cardiopulmonary resuscitation (CPR). We previously reported that the extracellular signal-regulated kinase (ERK) activation mediates CIRI. Here, we explored the potential ERK/calpain-2 pathway role in CIRI using a
Mohammad A M Ali et al.
Biochemical and biophysical research communications, 423(1), 1-5 (2012-05-12)
Matrix metalloproteinase (MMP)-2 is a zinc-dependent endopeptidase which, alongside its known extracellular actions, plays fundamental roles in oxidative stress-induced injury to the heart. Intracellular cleavage targets of MMP-2 selectively mediating this injury include the sarcomeric proteins troponin I, myosin light
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