Skip to Content
Merck
All Photos(1)

Documents

797316

Sigma-Aldrich

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

Synonym(s):

TPE-Thiol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C31H23NO2
CAS Number:
1245606-71-6
Molecular Weight:
441.52
UNSPSC Code:
12352103
PubChem Substance ID:
329768584
NACRES:
NA.23

Assay

98%

Quality Level

100

form

solid

SMILES string

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+

InChI key

CIMVFJJQFXGASK-NVQSTNCTSA-N

Related Categories

General description

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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 (Weinheim An Der Bergstrasse, Germany), 16(28), 8433-8438 (2010)

Articles

Aggregation-induced Emission Luminogens for Non-doped Organic Light-emitting Diodes

Organic Light-emitting Diodes (OLEDs) are solid-state devices that transform electrical energy into light. OLEDs are considered the next generation technology for high-resolution flexible displays and solid state lighting, attracting intense scientific and industrial interest.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service