A Quinoline-Appended Cyclodextrin Derivative as a Highly Selective Receptor and Colorimetric Probe for Nucleotides

Abstract

The design and development of specific recognition and sensing systems for biologically important anionic species has received growing attention in recent years, as they play significant roles in biology, pharmacy, and environmental sciences. Herein, a new supramolecular sensing probe L1 was developed for highly selective differentiation of nucleotides. L1 displayed extremely marked absorption and emission differentiation upon binding with nucleotide homologs of AMP, ADP, and ATP, due to the divergent spatial orientations of guests upon binding, which allowed for a naked-eye colorimetric differentiation for nucleotides. A differentiating mechanism was unambiguously rationalized by using various spectroscopic studies and theoretical calculations. Furthermore, we successfully demonstrated that L1 can be applied to the real-time monitoring of the enzyme-catalyzed phosphorylation/dephosphorylation processes and thus demonstrated an unprecedented visualizable strategy for selectively differentiating the structurally similar nucleotides and real-time monitoring of biological processes via fluorescent and colorimetric changes.

The Role of 8-Amidoquinoline Derivatives as Fluorescent Probes for Zinc Ion Determination

“…Aside from these interferences, the sensing results were influenced by the other factors such as the environment of the system including solvent used, type and pH of the buffer, the concentration of Zn 2+ ions present compared to the other ions, solubility properties, and of course, the characteristic and behavior of the probe itself. They are so many receptors used as fluorophore as binding sites such as di-2picolylamine (DPA) [55,56] quinoline [57,58], bipyridine [59][60][61][62], acyclic and cyclic polyamines [63,64], iminodiacetic acid [65,66], triazole [67][68][69], and Schiff-base receptors [70] ( Figure 1). However, it is necessary to notice that few compounds fluoresce by itself or fluoresce after the interaction with the target.…”

Single Isomer N-Heterocyclic Cyclodextrin Derivatives as Chiral Selectors in Capillary Electrophoresis

“…When the selector is a strong acid or base, the method development is simplified as the electrostatic analyte-selector interaction is ensured in the entire pH range, consequently, the selectivity can be determined as the charged resolving agent migration model (CHARM-model) describes [8]. On the contrary, the protonation state of weak electrolytes depends on the BGE pH, which offers the opportunity to fine-tune the analyteselector intermolecular interactions in order to enhance separation selectivity [3,9,10]. This approach is lying on the theory that by finding the optimal experimental conditions, the difference in the formation degree of diastereomeric complexes can be maximized [11].…”

Supramolecular Zn(II)-Dipicolylamine-Azobenzene-Aminocyclodextrin-ATP Complex: Design and ATP Recognition in Water

“…In this regard, ATP sensor development is attracting much attention. CyD-based phosphate derivative sensors have been used in UV-Vis measurements [ 14 , 15 ] and electrochemistry [ 16 ], with quantum dots [ 17 ] and aptamers [ 18 ], and in fluorescence [ 19 ] and aggregation [ 20 ] studies. In addition, we reported metal–dipicolylamine modified CyD sensors, which can recognize ATP using both dipicolylamine–metal center and CyD cavities [ 21 , 22 ].…”