Constitutional Dynamic Chemistry-based New Concept of Molecular Beacons for High Efficient Development of Fluorescent Probes

Abstract

Inspired by the concept of constitutional dynamic chemistry, we propose a new and well-adaptable strategy for developing molecular beacon (MB)-like fluorescent probes. To demonstrate the strategy, we synthesized and used an amino group containing pyrenyl derivative of cholesterol (CP) for the construction of new fluorescent probes with EDTA and sulfuric acid. The probes as created were successfully used for n-hexane purity checking and Ba(2+)and Pb(2+)sensing, respectively.

Reunderstanding the Fluorescent Behavior of Four-Coordinate Monoboron Complexes Containing Monoanionic Bidentate Ligands

“…As a continuation of our study on the development of novel solvatochromic fluorophores and functional fluorescent molecular systems, − we designed and synthesized two series of four-coordinate monoboron complexes containing monoanionic bidentate ligands (Chart ), of which D1, D3, D4 and U5 are known compounds. ,,− The structures were chosen because of the following reasons: (1) the 2 s and 2 p orbitals of the central ‘B’ atom are hybridized into sp 3 orbitals, which makes the complex display a tetrahedral geometry, a structure rarely found in route organic fluorophores; (2) the five membered chelate ring formed by the central atom and a bidentate ligand is coplanar, and the other two monodentate ligands bind the boron atom via covalent bond, providing multiple points for structural modification; (3) these boron complexes are photochemically stable, a basis for functionality-led study; (4) the synthesis is relatively easy . The purpose of our study is to have a better understanding of the superior properties of the four-coordinate monoboron complexes, and to develop a strategy for creating new functionality-led fluorescent molecular systems.…”

Dynamic Chemistry-Based Sensing: A Molecular System for Detection of Saccharide, Formaldehyde, and the Silver Ion

“…Specifically, for PP, the profile of its emission spectrum remains monomeric at all of the concentrations studied (Figure S2). In contrast, in the system of PB, partially studied in our previous work, the ratio of excimer emission to monomer emission increases along with increasing the compound concentration (Figure b). The difference in the fluorescence behavior of the two reference compounds suggests that PB may have a tendency to form aggregates, but PP may not.…”

Recent developments in pyrene-based fluorescence recognition and imaging of Ag+ and Pb2+ ions: Synthesis, applications and challenges

“…Intrigued by “constitutional dynamic chemistry”, Chang et al adopted a new strategy to develop molecular beacon-like fluorescent probes ( 43 and 44 , Scheme 11). 86 The molecular beacon-like fluorescent probes were actually two ion-pairs composed of either EDTA or sulfuric acid (the anionic counterion of the cation) and two units of residues combining an amino-containing pyrenyl derivative on a hydrophobic cholesterol backbone (cationic counterpart). EDTA and sulfuric acid were used separately as physical linkers to combine two units of the pyrene–cholesterol residues together via proton transfer to develop the ion-pair.…”