Covalent Imprinting and Covalent Rebinding of Benzyl Mercaptan: Towards a Facile Detection of Proteins

Abstract

A novel synthetic benzyl mercaptan receptor with tunable binding sites was prepared by covalent imprinting using a disulfide linkage which was cleaved and able to recognize the benzyl mercaptan templates by reforming disulfide bonds through thiol-disulfide exchange. These covalently molecularly imprinted polymers were prepared using ambient ultraviolet radiation in comparison with thermal crosslinking at 80C. Subsequent reduction of disulfide bonds resulted Downloaded by [University of Birmingham] at 05:49 25 June 20162 in formation of surface thiol groups, followed by modification forming sodium thiolate as covalent binding sites. Covalent imprinting was found to be complementary in size, spatial effects, and chemical reactivity to benzyl mercaptan. This covalent rebinding and other various guest molecules were prepared by reforming disulfide bonds at room temperature in protic solvents. The results showed that rapid covalent rebinding is more efficient than other noncovalent interactions.

Preparation and Application Progress of Imprinted Polymers

“…For the low energy of UV radiation, it is always necessary to add an initiator. Novel benzyl mercaptan BIPs with controlled binding sites were synthesized via thermal polymerization (80 °C) and UV radiation polymerization at room temperature [ 54 ]; the template-binding strengths of the two methods are 39% and 67.5%, respectively, demonstrating the better recognition performance of MIPs obtained with UV radiation polymerization. MIPs for glutathione were prepared through controlled radical polymerization under UV radiation at room temperature [ 55 ]; spherical shape, fast binding kinetic, and highly selective factor was obtained for UV polymerization than those of traditional thermal polymerization, and the proposed method was successfully used to determined glutathione in spiked human urine.…”