Recognition of four structurally resembled benzoic acid derivatives by albumin-crosslinked poly(acrylamide) hydrogel

Poly(acrylamide) hydrogels crosslinked by bovine serum albumin (BSA) were prepared by the introduction of vinyl groups into BSA and subsequent co-polymerization with acrylamide (AAm). The hydrogels were loaded with four structurally resembled benzoic acid derivatives such as salicylic acid, o-anisic acid, salicylamide and sodium benzoate, and their release from the hydrogel was investigated. The affinity of these four compounds for BSA gradually decreased in a following order; salicylic acid > o-anisic acid > salicylamide > sodium benzoate. The amounts of compounds loaded on a hydrogel of high BSA content and the duration of their release were found to be dependent on the affinity for BSA clearly reflecting the subtle difference in BSA affinity of each compound. Therefore, this hydrogel would be used not only as a sustained drug release carrier, but also a facile tool to evaluate the binding of various compounds to serum albumin.