核苷中2'-位取代基对Burkholderia cepacia脂肪酶选择性酰化核苷的影响

Influence of 2'-Substituent in the Nucleosides on Burkholderia cepacia Lipase-Catalyzed Regioselective Acylation

研究了核苷结构中2'-位含有不同取代基时Burkholderia cepacia脂肪酶促3'-位羟基高区域选择性酰化反应.结果表明,该脂肪酶催化核苷类似物酰化的优势产物均为3'-酯,且随着酰基供体链的增长,3'-区域选择性逐渐升高;在酶促核苷癸酰化反应中,当核苷2'-位含有H,F,Cl和Br取代基时,3'-区域选择性最高(89%～98%);当2'-位含有OH或OCH3时,3'-区域选择性较低(69%～74%).

The influence of 2＇-differing substituent in the nucleosides on 3＇-OH regioselective acylation catalyzed by Burkholderia cepacia lipase was investigated.The results revealed that the dominant products in the Burkholderia cepacia lipase-catalyzed acylation proved to be 3＇-O-esters and the 3＇-regioselectivity increased with the elongation of the aliphatic chain of the acyl donors.Burkholderia cepacia liapse displayed excellent 3＇-regioselectivity（89%-98%） in the decanoylation of nucleoside analogs possessing 2＇-substitute（such as H,F,Cl,and Br）,while low 3＇-regioselectivity（69%-74%） to the OH and OCH3 substitute in 2＇-position.