Synthesis of a Bifunctional Fluorescent Polymer for Cell Imaging and Enzyme Detection

Abstract

A new bifunctional cationic conjugated polyfluorene derivative (PFPBOH) containing phenylboronic acid group has been synthesized and characterized. The phenylfluorenyl backbone and positively charged groups in the side chain give the polymer PFPBOH excellent fluorescence property and good water solubility. Phenylboronic acid moieties on the side chain of the polymer form cyclic esters with adjacent diols on cell membrane, which can be employed in cell imaging. Besides that, the fluorescence of PFPBOH can be quenched by p‐nitroaniline released via enzyme reaction, thus, the polymer can be used for γ‐glutamyltranspeptidase detection through a fluorescence “turn off” mechanism. These findings exhibit great potential for developing multifunctional polymer materials for simultaneous imaging and detection.

Polythiophene-based conjugated polyelectrolyte: Optical properties and association behavior in solution

“…Polythiophenes exhibit one of the highest differences between the solution and solid state absorption maxima, up to 100 nm. For example in polyfluorene (co) polymers these differences hardly exceed 5 nm [25,26]. The large differences between solution and solid state absorption and emission testifies for the strong solid-state-induced interactions between polymer main chains which result in effective packing, strong p-p interactions and induced conformational ordering.…”

Selective recognition and imaging of bacterial model membranes over mammalian ones by using cationic conjugated polyelectrolytes

“…21 Given these properties, CPEs have received great attention in biomedical applications, especially as potential fluorescence sensors for small molecules, metal ions and biomolecules [22][23][24][25] and as promising alternatives in cell imaging as novel fluorescent probes. [26][27][28][29][30][31][32][33][34][35] In addition, certain CPEs have been demonstrated to exhibit antimicrobial and antitumoral activities through different mechanisms. 36,37 Fluorene-based CPEs contain a rigid hydrophobic backbone with flexible charged side chains, which shows an interesting aggregation behaviour.…”

Synthesis, characterization, and Pb2+ ion sensing application of hexa‐armed dansyl end‐capped poly(ε‐caprolactone) star polymer with phosphazene core

“…10,11 Hg 21 ions in the environment can be transformed into lipophilic organomercury derivatives (CH 3 HgX) and accumulates in the human body through the food chain. 13,15,[17][18][19][20][21][22][23] Dansyl fluorophore, which consists of dimethylamino moiety as a donor part and naphthalene sulfonyl as an acceptor part, has been widely used in fluorescence sensing applications due to its strong fluorescence in the visible region with high quantum yields. 1,13,14 The development of sensitive, robust, reliable, and portable analysis methods for the detection of metal ions has drawn a great deal of attention.…”