Endocrine-disrupting compounds (EDCs) such as ethinylestradiol, often contain phenolic moieties. Laccase has extraordinary oxidative power producing phenolic radicals when exposed to EDCs and other phenolic compounds. Radicals are well established alkene polymerization reagents. We sought to combine the oxidative power of laccase to produce phenolic radicals that could polymerize an alkenethiol self-assembled monolayer (SAM). We successfully synthesized an alkenethiol through a two-step synthesis consisting of SN2 displacement followed by hydrolysis. We formed the SAM by soaking the gold plate in a solution of alkenethiol. Stability studies of the SAM, and initial reaction screening conditions using laccase were evaluated via surface IR.

Synthesis of alkenylthiols and their formation as self-assembled monolayers for use in the laccase-mediated removal of phenolic compounds

255th National Meeting (2018)

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