Lakavathu Mohan, Zhao Yan
Department of Chemistry, Iowa State University, Ames, Iowa 50011-3111, United States.
J Org Chem. 2024 Oct 18;89(20):15336-15340. doi: 10.1021/acs.joc.4c01789. Epub 2024 Oct 9.
Most reported artificial esterases hydrolyze only activated esters. We here report a one-pot synthesis of artificial esterases via molecular imprinting. An acylthiourea template hydrogen bonds with 4-vinylbenzoic acid and coordinates to a polymerizable zinc complex inside a cross-linkable surfactant micelle. Double cross-linking of the micelle yields a polymeric nanoparticle catalyst that mimics a metalloenzyme to activate a water molecule for nucleophilic attack on the bound ester. The catalyst hydrolyzes both activated and unactivated esters under mild conditions with selectivity.
大多数已报道的人工酯酶仅能水解活化酯。我们在此报告一种通过分子印迹一锅法合成人工酯酶的方法。一种酰基硫脲模板与4-乙烯基苯甲酸形成氢键，并与可交联表面活性剂胶束内的可聚合锌配合物配位。胶束的双重交联产生一种聚合物纳米颗粒催化剂，该催化剂模拟金属酶来活化水分子，以便对结合的酯进行亲核攻击。该催化剂在温和条件下能选择性地水解活化酯和未活化酯。
