SML2007
PMI
≥98% (HPLC)
Synonym(s):
1-(3-Iodophenyl)-4-(3-nitrophenyl)-1H-1,2,3-triazole, HB229, P62-Mediated mitophagy inducer
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About This Item
Empirical Formula (Hill Notation):
C14H9IN4O2
CAS Number:
Molecular Weight:
392.15
UNSPSC Code:
12352200
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
Ic1cc(ccc1)[n]2nnc(c2)c3cc(ccc3)[N+](=O)[O-]
InChI key
LSVWEYNSNZJEGB-UHFFFAOYSA-N
Biochem/physiol Actions
P62-mediated mitophagy inducer
PMI is a p62-mediated mitophagy inducer. It is believed to upregulate the major autophagy receptor ubiquitin-binding protein p62 (also named sequestosome 1/SQSTM1) via stabilization of Nrf2. PMI was shown to induce Nrf2 dependent gene products and inhibit the Keap1?Nrf2 protein?protein interaction while being partially dependent upon Parkin and PINK1.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Self-react. C
Storage Class Code
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Daniel A East et al.
Chemistry & biology, 21(11), 1585-1596 (2014-12-03)
Mitophagy is central to mitochondrial and cellular homeostasis and operates via the PINK1/Parkin pathway targeting mitochondria devoid of membrane potential (ΔΨm) to autophagosomes. Although mitophagy is recognized as a fundamental cellular process, selective pharmacologic modulators of mitophagy are almost nonexistent.
Hélène C Bertrand et al.
Journal of medicinal chemistry, 58(18), 7186-7194 (2015-09-09)
The transcription factor Nrf2 regulates the expression of a large network of cytoprotective and metabolic enzymes and proteins. Compounds that directly and reversibly inhibit the interaction between Nrf2 and its main negative regulator Keap1 are potential pharmacological agents for a
Nikolaos D Georgakopoulos et al.
Nature chemical biology, 13(2), 136-146 (2017-01-20)
Small molecules are pharmacological tools of considerable value for dissecting complex biological processes and identifying potential therapeutic interventions. Recently, the cellular quality-control process of mitophagy has attracted considerable research interest; however, the limited availability of suitable chemical probes has restricted
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