Selective, fast and semi-automatic enrichment of nucleosides by using a phenylboronic acid modified hybrid material composed of graphene oxide and melamine sponge

Abstract

A hybrid material was prepared from graphene oxide and melamine sponge, and modified with phenylboronic acid to obtain a sorbent for the enrichment of the nucleosides cytidine, uridine, inosine, guanosine and adenosine. The loading capacity typically is around 27.8 mg g which is comparable to other sorbents, and highly selectivity for cis-diols is observed even if the concentration of potential interferents is 1500-fold higher. The sorbent was placed in an injector, and the process was operated semiautomatically by using a peristaltic pump. The sorbent is stable and can be re-used six times without decrease in efficiency. It was applied to the selective extraction of the cis-diols (cytidine, uridine, inosine, guanosine, adenosine) from HepG2 cells. It presents good linear between 3 to 5000 μg L and the limits of detection (in HPLC analysis with UV detection) are 1-4 μg L. Good recoveries of 85-101% were obtained with spiked HepG2 cells samples, with relative standard deviation of ≤9.9%. Graphical abstract Schematic for the preparation of boronic acid modified graphene oxide/melamine sponge composite for in-syringe solid-phase extraction of nucleosides.

Direct Electrochemistry and Sensitive Detection of Guanosine on Nanopolymeric Surfaces Bearing Boronic Acid Groups

“…For instance, graphene oxide and melamine sponge based hybrid material modified with phenylboronic acid has been utilized in order to construct a sorbent for the enrichment of cytidine, uridine, inosine, guanosine and adenosine nucleotides. The selective extraction of cis ‐diols from HepG2 cells has been carried out in high performance liquid chromatography (HPLC) analysis with ultraviolet spectroscopy (UV) detection . Yuan et al.…”

“…So luckily, like other nucleosides, guanosine is a kind of cis-diols and this property makes guanosine available for boronic acid interaction with good specificity and selectivity. [6][7][8] For this reason, in the present work, we use the advantage of easy, rapid, roboust, reproducible and low-cost electrochemical preparation of modified surfaces having boronic acid groups for highly sensitive and selective determination of guanosine. The modified surfaces were prepared with the electropolymerization of a monomer, 3-aminophenylboronic acid which presented high affinity to guanosine in the presence of multi-walled carbon nanotubes for the first time in the literature.…”

“…The selective extraction of cis-diols from HepG2 cells has been carried out in high performance liquid chromatography (HPLC) analysis with ultraviolet spectroscopy (UV) detection. [6] Yuan et al have performed an ultra high performance liquid chromatography with UV and quadropole time-of-flight spectroscopy for the determination of guanosine and other purines. [23] In electrochemical studies, the oxidation response of guanosine have been commonly used at various electrode materials.…”

Boronic acid‐functionalized agarose affinity chromatography for isolation of tropomyosin in fishes

“…When the surrounding pH is greater than the pKa value of the boronate affinity ligands, the boronic acid can effectively capture cis ‐diol‐containing compounds and form five or six cyclic esters; then the boronic acid‐ cis ‐diol complex can be easily dissociated by adjusting the pH to acidic and so the target cis ‐diol‐containing compounds could be separated from the matrix. For separation and analysis of various cis ‐diol‐containing compounds including glycoproteins, glycopeptides, nucleosides, and catechols, the technique has been demonstrated unique advantages in specificity, simplicity and economic efficiency in comparison to traditional approaches . Until now the application of boronate affinity for preparation of allergens has been very limited.…”

“…For separation and analysis of various cis-diol-containing compounds including glycoproteins, glycopeptides, nucleosides, and catechols, the technique has been demonstrated unique advantages in specificity, simplicity and economic efficiency in comparison to traditional approaches. 12,13 Until now the application of boronate affinity for preparation of allergens has been very limited. Gu et al 14 enriched the major allergens of peanuts, milk, soybeans, and nuts in chocolate samples with a PBA-silica gel column.…”