Synthesis of enantiomerically pure glycidol via a fully enantioselective lipase-catalyzed resolution
摘要
The efficient enzymatic synthesis of enantiopure 2,3-epoxypropanol (glycidol) has been achieved. The racemic glycidyl butyrate was successfully resolved by enzymatic hydrolysis using a strategy that combines different immobilization protocols and different experimental reaction conditions. A new enzyme (25kDa lipase)芒芒芒which is a lipase-like enzyme purified from the pancreatic porcine lipase (PPL) extract芒芒芒immobilized on DEAE芒芒芒Sepharose was selected as the optimal biocatalyst. The optimal results were obtained at pH7, 25芒芒C and 10%dioxane using this biocatalyst and a very high enantioselectivity for the enzyme was displayed, obtaining both (R)-(芒芒芒)-glycidyl butyrate and (R)-(+)-glycidol with enantiomeric excesses >99%(E>100). The hydrolysis of (R)-(芒芒芒)-glycidyl butyrate produced pure (S)-(芒芒芒)-glycidol.