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1245606-71-6

1245606-71-6 structure
1245606-71-6 structure
  • Name: TPE-MI
  • Chemical Name: TPE-Thiol
  • CAS Number: 1245606-71-6
  • Molecular Formula: C31H23NO2
  • Molecular Weight: 441.520
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2021-09-09 13:34:10
  • Modify Date: 2025-08-25 13:38:20
  • TPE-MI (Tetraphenylethene maleimide) is a thiol probe for measuring unfolded protein load and proteostasis in cells. TPE-MI can report imbalances in proteostasis in induced pluripotent stem cell models of Huntington disease, as well as cells transfected with mutant Huntington exon 1 before the formation of visible aggregates. TPE-MI also detects protein damage following dihydroartemisinin treatment of the malaria parasitesPlasmodium falciparum [1][2].

Name TPE-Thiol
Synonyms 1-[4-[2-(4-Methylphenyl)-1,2-diphenylethenyl]phenyl]-1H-pyrrole-2,5-dione
1-{4-[(E)-2-(4-Methylphenyl)-1,2-diphenylvinyl]phenyl}-1H-pyrrole-2,5-dione
TPE-Thiol
1H-Pyrrole-2,5-dione, 1-[4-[(E)-2-(4-methylphenyl)-1,2-diphenylethenyl]phenyl]-
Description TPE-MI (Tetraphenylethene maleimide) is a thiol probe for measuring unfolded protein load and proteostasis in cells. TPE-MI can report imbalances in proteostasis in induced pluripotent stem cell models of Huntington disease, as well as cells transfected with mutant Huntington exon 1 before the formation of visible aggregates. TPE-MI also detects protein damage following dihydroartemisinin treatment of the malaria parasitesPlasmodium falciparum [1][2].
Related Catalog
In Vitro TPE-MI is inherently non-fluorescent until it is conjugated to a thiol via the maleimide. TPE-MI fluorescence is activated upon labelling free cysteine thiols, normally buried in the core of globular proteins that are exposed upon unfolding[1]. TPE-MI (50 µM; 0-60 min) exhibits a homogeneous cytoplasmic labelling pattern in live HeLa cells, with a lower level of labelling in the nucleus and apparent concentration in the region of the ER, which was anticipated as a major location for protein synthesis and folding[1]. At the high expression level, the mutant 97Q form of Httex1 was associated with an elevated TPE-MI fluorescence signal relative to a non-disease-causing 25Q form of Httex1[1]. TPE-MI consists of the aggregation-induced emission (AIE) fluorogen tetraphenylethane (TPE) and the thiol-reactive group maleimide (MI), thereby possessing both AIE phenomenon and selective thiol reactivity[2].
References

[1]. Chen MZ, et al. A thiol probe for measuring unfolded protein load and proteostasis in cells. Nat Commun. 2017;8(1):474. Published 2017 Sep 7.

[2]. Hu Q, et al. In Situ Monitored Vortex Fluidic-Mediated Protein Refolding/Unfolding Using an Aggregation-Induced Emission Bioprobe. Molecules. 2021;26(14):4273. Published 2021 Jul 14.

Density 1.2±0.1 g/cm3
Boiling Point 565.7±29.0 °C at 760 mmHg
Molecular Formula C31H23NO2
Molecular Weight 441.520
Flash Point 228.0±16.6 °C
Exact Mass 441.172882
LogP 7.74
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.665
RIDADR NONH for all modes of transport
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