Design and synthesis of novel adenine fluorescence probe based on Eu(III) complexes with dtpa-bis(guanine) ligand

Abstract

A novel adenine (Ad) fluorescence probe (Eu-dtpa-bis(guanine)) was designed and synthesized by improving experimental method based on the Eu(III) complex and dtpa-bis(guanine) ligand. The dtpa-bis(guanine) ligand was first synthesized by the acylation action between dtpaa and guanine (Gu), and the corresponding Eu(III) complex was successfully prepared through heat-refluxing method with dtpa-bis(guanine) ligand. As a novel fluorescence probe, the Eu-dtpa-bis(guanine) complex can detect adenine (Ad) with characteristics of strong targeting, high specificity and high recognition ability. The detection mechanism of the adenine (Ad) using this probe in buffer solution was studied by ultraviolet-visible (UV-vis) and fluorescence spectroscopy. When the Eu-dtpa-bis(guanine) was introduced to the adenine (Ad) solution, the fluorescence emission intensity was significantly enhanced. However, adding other bases such as guanine (Gu), xanthine (Xa), hypoxanthine (Hy) and uric acid (Ur) with similar composition and structure to that of adenine (Ad) to the Eu-dtpa-bis(guanine) solution, the fluorescence emission intensities are nearly invariable. Meanwhile, the interference of guanine (Gu), xanthine (Xa), hypoxanthine (Hy) and uric acid (Ur) on the detection of the adenine using Eu-dtpa-bis(guanine) probe was also studied. It was found that presence of these bases does not affect the detection of adenine (Ad). A linear response of fluorescence emission intensities of Eu-dtpa-bis(guanine) at 570nm as a function of adenine (Ad) concentration in the range of 0.00-5.00×10molL was observed. The detection limit is about 4.70×10molL.

Acetylated Benzothiazolone as Homobivalent SPECT Metallo-Radiopharmaceutical 99mTc-(6-AcBTZ)2DTPA: Design, Synthesis, and Preclinical Evaluation for Mapping 5-HT1A/7 Receptors

“…4a). 35 Lower protonation constants were observed for the synthesized bivalent ligand as compared to DTPA, 36 which suggested fast ionization and quick delivery of acidic protons in the aqueous solution and thus promoted an adequate metal complexation of the ligand (Figure 4b).…”

“…UV–Vis data showed a broad peak in the wavelength range of 260–330 nm, indicating the successful conjugation of amine to DTPA. The broadened absorption was attributed to the overlapping of π–π* transition of amide (220–260 nm) and carbonyl groups of 6-acetylbenzothiazolone moiety (280–320 nm), giving rise to mixed energy levels upon excitation in the wavelength range of 250–400 nm (Figure a) . Lower protonation constants were observed for the synthesized bivalent ligand as compared to DTPA, which suggested fast ionization and quick delivery of acidic protons in the aqueous solution and thus promoted an adequate metal complexation of the ligand (Figure b).…”

N-doped graphene nanosheets-based optical nano switch for the selective detection of guanine and Pb2+

“…15 Therefore, the detection, identication, discrimination and quantication of guanine and its derivatives in extracellular/ intracellular environments is of great signicance in bioscience and clinical diagnosis. 12 Currently, various analytical methods such as high-performance liquid chromatography, 16 uorescence, 17,18 electrochemical, 19,20 and capillary electrophoresis (CE) 21 have been utilized for the recognition of guanine. The selectivity and sensitivity of the above processes are dominated by the use of articial receptors, where the presence of an organic co-solvent is vital for the operation and it generally exhibits a low affinity for guanine.…”

Color-Tunable Binuclear (Eu, Tb) Nanocomposite Powder for the Enhanced Development of Latent Fingerprints Based on Electrostatic Interactions

“…Therefore, there is still a pressing need for developing the rare earth-based imaging technique for latent fingerprint development in terms of higher sensitivity, lower detecting limits, lower costs, and greater compatibility. Lanthanide ion-based organic complexes have received much attention because of their intense luminescence, large Stokes shift, narrow emission bandwidth, prominent monochromaticity, long fluorescence decay time, and low cost, which show remarkable advantages in catalysis, 30,31 color display, 32,33 bioimaging, 34,35 fluorescence probes, 36,37 optical devices, 38,39 anticounterfeiting, 40,41 and agriculture. 42,43 Among these complexes, europium(III) and terbium(III) are two types of the most widely studied rare earth ions because the f−f transition frequency between the lowest excited state and the ground state falls in the visible region, as well as its simplicity in finding suitable ligands.…”

“…Lanthanide ion-based organic complexes have received much attention because of their intense luminescence, large Stokes shift, narrow emission bandwidth, prominent monochromaticity, long fluorescence decay time, and low cost, which show remarkable advantages in catalysis, , color display, , bioimaging, , fluorescence probes, , optical devices, , anticounterfeiting, , and agriculture. , Among these complexes, europium­(III) and terbium­(III) are two types of the most widely studied rare earth ions because the f–f transition frequency between the lowest excited state and the ground state falls in the visible region, as well as its simplicity in finding suitable ligands. Considering their similar ion radius and high energy transfer efficiency between each other, the introduction of Tb 3+ should improve the characteristic emission of Eu 3+ in the system of a binuclear (Eu, Tb) complex .…”