Chiappe Cinzia, Leandri Elsa, Hammock Bruce D, Morisseau Christophe
Dipartimento di Chimica Bioorganica e Biofarmacia, via Bonanno 33, 56126, Pisa, Italy. E-mail:
Green Chem. 2007;2007(9):162-168. doi: 10.1039/b612106c.
Ionic liquids (ILs) offer new possibilities for epoxide hydrolase (EH) catalyzed resolution of epoxides and for synthesis of chiral 1,2-diols. Soluble EHs from cress and mouse (csEH and msEH) and microsomal EH from rat (rmEH) were tested in several ILs. For all the enzymes tested, higher enantioselectivities were obtained in [bmim][N(Tf)(2)] and [bmim][PF(6)]. The optimized amount of water for EH activity in these ILs was established. Classical problems arising from low solubility of epoxides in water or from the high tendency of the oxirane ring to undergo chemical hydrolysis were avoided using these new media.
离子液体(ILs)为环氧化物水解酶(EH)催化拆分环氧化物以及合成手性1,2 -二醇提供了新的可能性。对来自水芹和小鼠的可溶性EH(csEH和msEH)以及来自大鼠的微粒体EH(rmEH)在几种离子液体中进行了测试。对于所有测试的酶,在[bmim][N(Tf)(2)]和[bmim][PF(6)]中获得了更高的对映选择性。确定了这些离子液体中EH活性的最佳水量。使用这些新介质避免了环氧化物在水中溶解度低或环氧乙烷环发生化学水解的高倾向所引发的传统问题。