Protease-catalysed synthesis of Z-l-aminoacyl-l-caprolactam amides from Z-protected amino acid esters and dl-α-amino-ε-caprolactam
作者:Alexander Lang、Peter Kuhl
DOI:10.1016/j.tetlet.2010.05.048
日期:2010.7
The enzymatic synthesis of Z-l-aminoacyl-l-caprolactam amides from Z-protected amino acid esters and dl-α-amino-ε-caprolactam (ACL) was accomplished by the thiol proteases papain, bromelain and ficin in aqueous–organic media. Product yields of 96% and 87% for Z-Gly-l-ACL and Z-Ala-l-ACL, respectively, could be obtained. The products were purified and characterised by polarimetry, NMR and LC–MS. The
由Z保护的氨基酸酯和dl -α-氨基-ε-己内酰胺(ACL)酶促合成Z - 1-氨基酰基-1-己内酰胺酰胺是通过硫醇蛋白酶木瓜蛋白酶,菠萝蛋白酶和丝氨酸在水性有机介质中完成的。为96%和87%的产物产率ž -Gly-升-ACL和Ž -Ala-升-ACL,分别可以得到的。纯化产物,并通过旋光法,NMR和LC-MS进行表征。接受笨重的1,2-氨基酮作为亲核试剂的适用性扩展了硫醇蛋白酶及其催化潜力的常识。