Pyrene Functionalized Luminescent Phenylalanine for Selective Detection of Copper (II) Ions in Aqueous Media.

A novel pyrene-based fluorescent chemosensor 1 (pyren-1-ylmethyl)-L-phenylalanine was designed and synthesized by combining 1-pyrenecarboxyaldehyde and L-phenylalanine. 1 was characterized by several analytical methods and used as a fluorescent chemosensor for the selective and sensitive detection of Cu2+ ions through "turn-off" mechanism with a detection limit of 2 × 10-8 M. 1 can also be used to detect Cu2+ ions in a natural water sample and exhibits gelation properties with high thermal stability.

A zinc (II) complex comprising an aminoethyl-nitropyridine-derived N,N,O-donor Schiff base ligand serves as an efficient ON-OFF probe for Cu(II).

A new fluorescent zinc (II) complex-based probe 1 encompassing a Schiff's base (E)-2-methoxy-6-((2-[5-nitropyridin-2-ylamino]ethylimino)methyl)phenol (HL) was designed, synthesized, and used for the highly selective detection of Cu2+ . Ligand HL and complex 1 were characterized using various spectroscopic techniques such as 1 H, 13 C-NMR, and FTIR spectroscopy, high-resolution mass spectronomy (HRMS), UV/visible light spectroscopy, and fluorescence studies. Ligand HL did not exhibit any considerable change in fluorescence in the presence of various cations. Notably, its Zn(II) complex 1 exhibited highly selective 'TURN-OFF' fluorescence signalling towards Cu2+ that remained uninterrupted with competing analytes. Probe 1 interacted with Cu2+ in 1:2 (1:Cu2+ ) stoichiometry as estimated through a Job's plot. Moreover, the selectivity of 1 was further confirmed through the interaction of the 1 + Cu2+ complex with some possible interfering metal ions inducing an insignificant response. Additionally, the association and quenching constant were determined to be 3.30 × 104 M-1 and 0.21 × 105 M-1 through the Benesi-Hildebrand method and Stern-Volmer plot, respectively.

Investigating the spectral and electrochemical properties of novel flavin-pyrene dyads separated via variable spacer.

The present manuscript describes the synthesis and the photophysical properties of a pair of novel flavin-pyrene dyads where the donor and the acceptor entities are separated via variable spacer. The dyads were well characterized using standard techniques and investigated for their photophysical and electrochemical nature. The observed absorption spectra of the dyads mainly display peaks corresponding to the individual pyrene and flavin units, with some contribution from the flavin entity in the pyrene region. While, strong emission quenching was observed for both the dyads if compared to its individual constituents. However, a careful analysis of the emission spectra and the solvent dependent studies reveals subtle difference between the two dyads. While no significant difference could be observed when excited in the flavin region; excitation at the pyrene region displays a weak and broad emission band in case of closely connected dyad. Further, the electrochemical properties were investigated by cyclic voltammetry and the reduction ability was observed to follow the trend as FlPy2 < FlPy1 < Fl.

L-Tryptophan-based pyrene conjugate for intracellular zinc-guided excimer emission and controlled nano-assembly.

This article describes intracellular zinc-induced excimer emission and tuning of self-assembly from L-tryptophan-pyrene conjugate (1). The zinc-guided excimer formation is due to the interaction of the pyrene moiety in an excited state. AFM studies show the structural modification in the supramolecular nano-assembly of 1 from dome-shaped to porous surface after complexation with zinc ions. Further, the interaction of 1 with Zn(II) ion is also studied using DFT, Job's plot, NMR titration and HRMS. The results of Zn(II) ion determination in natural water samples and RAW 264.7 cells demonstrate the practical utility of 1.

Pyrene appendant triazole-based chemosensors for sensing applications.

Over the last two decades, the design and development of fluorescent chemosensors for the targeted detection of heavy transition-metal (HTM) ions, anions, and biological analytes, have drawn much interest. Since the introduction of click chemistry in 2001, triazole moieties have become an increasingly prominent part of chemosensors. Triazoles generated via click reactions are crucial for sensing various ions and biological analytes. Recently, the number of studies in the field of pyrene appendant triazole moieties has risen dramatically, with more sophisticated and reliable triazole-containing chemosensors for various analytes of interest described. This review provides a general overview of pyrene appendant-triazole-based chemosensors that can detect a variety of metal cations, anions, and neutral analytes by using modular click-derived triazoles.