TPE-MI

Modify Date: 2025-08-25 13:38:20

TPE-MI Structure
TPE-MI structure
Common Name TPE-MI
CAS Number 1245606-71-6 Molecular Weight 441.520
Density 1.2±0.1 g/cm3 Boiling Point 565.7±29.0 °C at 760 mmHg
Molecular Formula C31H23NO2 Melting Point N/A
MSDS USA Flash Point 228.0±16.6 °C

 Use of TPE-MI


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].

 Names

Name TPE-Thiol
Synonym More Synonyms

 TPE-MI Biological Activity

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.

 Chemical & Physical Properties

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

 Safety Information

RIDADR NONH for all modes of transport

 Articles1

More Articles
Simple Biosensor with High Selectivity and Sensitivity: Thiol-Specific Biomolecular Probing and Intracellular Imaging by AIE Fluorogen on a TLC Plate through a Thiol–Ene Click Mechanism Yang Liu, Yong Yu, Jacky W. Y. Lam, Yuning Hong, Mahtab Faisal, et al

Chemistry 16(28) , 8433-8438, (2010)

 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]-
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