Facile synthesis of boronic acid-functionalized magnetic nanoparticles for efficient dopamine extraction

Abstract

Because dopamine (DA) is one of the most critical neurotransmitters that influence a wide variety of motivated human behaviors, it is necessary to develop a facile diagnostic tool that can quantify the physiological level. In this study, core–shell magnetic silica nanoparticles (Fe 3 O 4 @SiO 2 ) were prepared using a modified sol–gel reaction. The Fe 3 O 4 @SiO 2 were functionalized using 3-aminophenylboronic acid (APBA) via a facile and rapid synthetic route, hereafter referred to as Fe 3 O 4 @SiO 2 @APBA The resultant Fe 3 O 4 @SiO 2 @APBA not only adsorbed DA molecules, but also were easily separated from solution using a simple magnetic manipulation. The adsorbed amounts of DA by the Fe 3 O 4 @SiO 2 @APBA were quantified by measuring the changes in fluorescence intensity of polydopamine (at 463 nm) originated from the self-polymerized DA remained in the supernatant before and after the adsorption process. The Fe 3 O 4 @SiO 2 @APBA exhibited two-stage adsorption behavior for DA, and the maximal adsorption capacity was 108.46 μg/g at pH 8.5. Our particle system demonstrated the potential application for extracting compounds with cis-diols (including catechol amines) from the biological fluid. Electronic supplementary material The online version of this article (10.1186/s40580-019-0200-7) contains supplementary material, which is available to authorized users.

Facile, Label‐Free, Non‐Enzymatic Electrochemical Nanobiosensor Platform as a Significant Step towards Continuous Glucose Monitoring

“…Additionally, the peaks shown in Figure 3. (C) at 865 cm −1 (B−O), 990 cm −1 (B−OH), 1385 cm −1 (B−O), and 1447 cm −1 (benzene ring) confirm the presence of the boronic acid moieties, whereas the peaks at 1076 cm −1 (C−O), 1237 cm −1 (C−N), 1631 cm −1 (C=O), and 3365 cm −1 (O−H/N−H) indicated the successful coupling reaction between the introduced carboxylic groups and the amine groups of APBA [16,20,21,25] . In addition, the formation of boronate ester due to the binding of glucose with boronic acid is confirmed with the peaks (Figure 3.…”

“…[13][14][15]19] Besides, the boronic acid derivatives also display a strong affinity along with the reversible and pH-dependent interaction towards the cis-diol-containing compounds. [20,21] The reversible and pH-dependent behavior can be utilized by selecting an appropriate buffer solution; thus, regaining the original surface. Rodtichoti Wannapob et al, in their paper, reclaimed the sensing surface up to 58 times by incorporating a 10 mM acetate buffer of pH 4.50 as the regeneration solution.…”

“…Recently, a different approach for enzyme‐less electrochemical detection has been explored, using boronic acid derivatives as a critical ligand for specific recognition towards cis‐diol‐containing compounds such as glucose by forming five or six‐membered cyclic esters in alkaline solution [13–15,19] . Besides, the boronic acid derivatives also display a strong affinity along with the reversible and pH‐dependent interaction towards the cis‐diol‐containing compounds [20,21] . The reversible and pH‐dependent behavior can be utilized by selecting an appropriate buffer solution; thus, regaining the original surface.…”

Nanotube‐Boramidic Acid Derivative for Dopamine Sensing

“…[21] Dopamine extraction was also studied using boronic acid-functionalized magnetic particles. [22] Generally speaking, in the studies of the literature so far, it is seen that p-amino-phenylboronic acid derivatives and coupling reagents such as DCC (dicyclohexylcarbodiimide) have been used to bind boronic acid to the surface of the carbon nanotube (Figure 1, phenylboronic acid). Since the first example of phenylboronic acid, there has been no change in the boronic acid nucleus, where the boron atom is always adjacent to a carbon atom.…”

“…The phenylboronic acid‐bounded carbon nanotubes obtained by covalent bonding and carbon nanotubes obtained by non‐covalent interactions were used for glucose determination [21] . Dopamine extraction was also studied using boronic acid‐functionalized magnetic particles [22] …”