Glucosamine hydrochloride functionalized tetraphenylethylene: A novel fluorescent probe for alkaline phosphatase based on the aggregation-induced emission

Abstract

Grafting of glucosamine hydrochloride moieties to tetraphenylethylene (TPE) motif furnished a novel cationic water-soluble tetraphenylethylene derivative (GH-TPE). With aggregation-induced emission properties, GH-TPE was used for fluorometric detection to alkaline phosphatase through enzyme-triggered de-aggregation of the ensemble of GH-TPE and substrate.

One-Pot Click Access to a Cyclodextrin Dimer-Based Novel Aggregation Induced Emission Sensor and Monomer-Based Chiral Stationary Phase

“…The click precursor TPE-2alkynl (compound 2 ) was prepared by reacting TPE-2OH (synthesized via McMurry coupling reaction according to the reported methods with a yield of 76% [32]) with propargyl bromide in a basic environment and characterized by 1 H-NMR (Figure S2 ESI † ). The precursors mono-6-azido-CD (compound 3 ) and alknyl silica were synthesized following our previous methods [33,34]. …”

Controlled self-assembly of small molecule probes and the related applications in bioanalysis

“…in the past decade. Many AIE based chemosensors and biosensors for various analytes (metal ions, thiols, carbohydrates, and nucleic acids, proteins, and enzymes) have been developed (Huang et al, 2012;Chen et al, 2010;Peng et al, 2009a;Wang et al, 2011c;Wang et al, 2008a;Wang et al, 2008b;Peng et al, 2009b). Several excellent reviews have been published (Hong et al, 2011;Wu et al, 2011;Ding et al, 2013;Mei et al, 2014).…”

Biomacromolecule‐Functionalized AIEgens for Advanced Biomedical Studies

“…After cholera toxin was added, the B‐subunit of cholera toxin can specifically bind with the lactosyl‐attached TPE thus lead to the aggregated status of Lac‐TPE and accompanied by significantly increased fluorescence intensity. In addition to this, Han and co‐workers designed a glucosamine hydrochloride‐functionalized cationic water‐soluble AIEgen (GH‐TPE) and a neutral glucose‐bearing AIEgen Glu‐TPE through the Cu(I)‐catalyzed “click” reaction. Their fluorescence was lighted up along with lectin or glycosidase‐induced hydrolysis, thus making them as a useful tool for investigating the enzymatic hydrolysis and studying interactions of glucose‐protein.…”