Electronic Properties of Acetaminophen Adsorbed on 2D Clusters: A First Principles Density Functional Study

Abstract

The interaction of acetaminophen (N‐acetyl‐para‐aminophenol), a prominent analgesic and antipyretic, with 2D clusters was investigated using density functional theory with inclusion of van der Waals dispersion correction. The implicit solvation model with three different solvents; water, ethanol and carbon tetrachloride were utilized to observe the trends in binding energy as a function of solvent polarity. The calculated results demonstrate that interactions are not solely dependent on solvent polarity, but inherent properties of the 2D clusters drive the nature of the interaction; i. e. physisorbed states were favored for graphene, boron nitride (BN), and phosphorene, whereas a chemisorbed state is preferred for silicene. Analysis of the frontier orbitals and density of states (DOS) show that the acetaminophen functionalization induces mid‐gap energy states in BN. Chemisorbed acetaminophen on silicene induces a 2p core level shift in silicon. The calculated results provide atomistic insights on the nature of interactions of acetaminophen with the new class of 2D materials beyond graphene for potential sensing applications.

Towards Adsorptive Enrichment of Flavonoids from Honey Using h‐BN Monolayer

“…This is similar to the favorable adsorption configuration of pyrazinamide and acetaminophen on the BN surface (top-N in the references). [16][17] This AB stacking configuration results from moving the adsorbed molecule on AA site on by a BÀ N bond length along the vertical direction to the zigzag chain (Figures 2b-e). This AB site results from the surface distribution of π electrons of the h-BN layer.…”

“…[14] They have been widely applied in adsorption of gases, alkali metals and organic compounds. [15] For instances, electronic properties of acetaminophen, [16] pyrazinamide, [17] dimethyl sulfoxide [18] and DNA nucleobases [19] adsorbed on two-dimensional clusters such as graphene, BN, silicene, etc. were investigated using density functional theory.…”

The recent advancement of low-dimensional nanostructured materials for drug delivery and drug sensing application: A brief review

“…A smaller distance between the adsorbate and absorbent often lead to a higher charge transfer between the adsorbent and the adsorbate molecules. Hence the sensitivity of the adsorbent materials towards the adsorbate molecules can be understood which plays an important role in a drug sensor device development [ 89 ]. Several studies also claimed that a smaller adsorbent-adsorbate distance leads to a stronger interaction between and provides them with higher stability [ 90 ].…”

“…The phosphorene nanosheet was further investigated by U. Saikia et al to find an efficient electrochemical sensor or nano-drug delivery vehicle for acetaminophen drug or more commonly known as paracetamol [ 89 ]. It was observed that phosphorene adsorbed acetaminophen drug slightly more strongly compared to graphene with an adsorption energy of −20.99 kcal/mol and an adsorbent-adsorbate distance of 3.28 Å following by −20.06 kcal/mol and 3.13 Å for graphene.…”

Adsorption of aromatic molecules on a black phosphorene surface: a first-principles study

“…4,18,19 Computational methods have also been used to investigate the biological responses of the BP surface 20 as well as the interaction of various drugs with this surface. [21][22][23] According to most reports, the biomolecules are physisorbed on the BP surface, with good stability, so that the structure of the adsorbed molecule is not disrupted by the adsorption process. 20,24 Adsorption of aromatic molecules has always been considered for various reasons.…”