氨解
化学
酰胺
脂肪酶
生物催化
芳香胺
有机化学
基质(水族馆)
胺气处理
催化作用
亲电芳香族取代
组合化学
反应机理
酶
海洋学
地质学
作者
Jialing Wang,Zhuangzhuang Huang,Haodong Xu,Yong Nian,Bin Wu,Bingfang He,Gerhard Schenk
标识
DOI:10.1002/cssc.202301735
摘要
The formation of amide bonds via aminolysis of esters by lipases generates a diverse range of amide frameworks in biosynthetic chemistry. Few lipases have satisfactory activity towards bulky aromatic amines despite numerous attempts to improve the efficiency of this transformation. Here, we report the discovery of a new intracellular lipase (Ndbn) with a broad substrate scope. Ndbn turns over a range of esters and aromatic amines in the presence of water (2%; v/v), producing a high yield of multiple valuable amides. Remarkably, a higher conversion rate was observed for the synthesis of amides from substrates with aromatic amine rather than aliphatic amines. Molecular dynamics (MD) and quantum mechanical/molecular mechanical (QM/MM) studies showcase the mechanism for the preference for aromatic amines, including a more suitable orientation, shorter catalytic distances in the active site pocket and a lower reaction barrier for aromatic than for aliphatic amines. This unique lipase is thus a promising biocatalyst for the efficient synthesis of aromatic amides.
科研通智能强力驱动
Strongly Powered by AbleSci AI