Molecularly imprinted hydrazidine‐derived poly(acrylonitrile‐co‐divinylbenzene for enantio‐recognition of S‐fenoprofen

Author:

Alhawaiti Abeer A.1,Almutairi Fahad M.2,Elsayed Nadia H.1ORCID

Affiliation:

1. Department of Chemistry, Faculty of Science University of Tabuk Tabuk Saudi Arabia

2. Physical Biochemistry Research Laboratory, Biochemistry Department, Faculty of Science University of Tabuk Tabuk Saudi Arabia

Abstract

AbstractThe drug fenoprofen (FN) is available in two forms, R‐ and S‐enantiomers, which need to be separated for optimal therapeutic use. A novel poly(acrylonitrile‐co‐divinylbenzene) (PNB)‐based polymer sorbent designed specifically for S‐fenoprofen (S‐FN) enantioseparation was synthesized. This process began with creating low cross‐linked PNB microparticles through suspension polymerization. Next, hydrazine was introduced to react with the prevalent nitrile groups. The produced cationic hydrazidine‐functionalized polymer particles (HYD‐P) were then combined with anionic S‐FN. The imprinting of S‐FN was achieved by further cross‐linking with glutaraldehyde, which interacted with the NH2 groups. Subsequent acidic elution released the S‐FN enantiomers, leaving behind their specific receptor‐like cavities in the imprinted polymer particles (S‐FN‐P). The properties of the resulting polymers were analyzed using Fourier‐transform infrared (FTIR), 13C NMR, and x‐ray diffraction. Scanning electron microscopy was used to examine the surface structures of the sorbents. Under optimal conditions at pH 7, the sorbent showed an adsorption capacity of 240 mg/g for S‐FN. The chiral separation of the FN racemate achieved high enantiomeric excess (ee) levels, with 96% for R‐FN during loading and 94% for S‐FN during recovery.

Publisher

Wiley

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