797316

1-{4-[1,2-Diphenyl-2-(p-tolyl)vinyl]phenyl}-1H-pyrrole-2,5-dione

• Synonyme(s) : TPE-Thiol
• Formule empirique (notation de Hill): C₃₁H₂₃NO₂
• Numéro CAS: 1245606-71-6
• Poids moléculaire : 441.52
• Code UNSPSC : 12352103
• ID de substance PubChem : 329768584
• Nomenclature NACRES : NA.23

Propriétés

• Pureté: 98%
• Forme: solid
• Chaîne SMILES: CC(C=C1)=CC=C1/C(C2=CC=CC=C2)=C(C3=CC=CC=C3)/C4=CC=C(N5C(C=CC5=O)=O)C=C4
• InChI: 1S/C31H23NO2/c1-22-12-14-25(15-13-22)30(23-8-4-2-5-9-23)31(24-10-6-3-7-11-24)26-16-18-27(19-17-26)32-28(33)20-21-29(32)34/h2-21H,1H3/b31-30+
• Clé InChI: CIMVFJJQFXGASK-NVQSTNCTSA-N

Description

Description générale

Aggregation-induced emission luminogens (AIEgen) were tailored to detect biological thiols. Maleimide is attached to the TPE core, giving TPE-Thiol.16. The reaction is inspired by the fast and efficient thiolene click reaction between maleimide and thiols, TPE-Thiol is not emissive in both solution and aggregated states, due to the photo-induced electron transfer from TPE to maleimide. However, reaction with thiol groups can interrupt the electron transfer process and turn-on the emission of TPE. TPE-Thiol can be used for labelling of protein carrying cysteine residues in the physiological media and poly(acrylamide) gel electrophoresis assays.

Application

TPE-Thiol is an aggregation-induced emission (AIE) material for the "Click" chemistry, with alkene and thio group detection.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable