Synthesis of novel salidroside esters by lipase-mediated acylation with various functional acyl groups.
Salidroside, a natural glycoside, was enzymatically derived for the first time into novel esters using lipase as biocatalyst. The reaction system of glycoside acylation was optimized, and the effect of solvent nature, concentrations of substrate and biocatalyst, and acyl donors' structure on the acylation was studied. In the optimal system, various structures of acyl donors, either natural or unnatural, including short alkyl acyl groups, long chain acyl groups and acyl donors with aryl group were connected to molecular backbone of the glycoside, forming various structures of novel glycoside esters.
Yu
Hui-Lei
HL
Laboratory of Biocatalysis and Bioprocessing, State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China.
Xu
Jian-He
JH
Su
Jin-Huan
JH
Lu
Wen-Ya
WY
Lin
Guo-Qiang
GQ
D000215:Acylation; D004800:Enzymes, Immobilized; D004952:Esters; D005656:Fungal Proteins; D005960:Glucosides / Q000138:chemical synthesis*; D008049:Lipase / Q000737:chemistry*; D010636:Phenols / Q000138:chemical synthesis*
D004800:Enzymes, Immobilized; D004952:Esters; D005656:Fungal Proteins; D005960:Glucosides; D010636:Phenols; C093667:Novozyme 435; D008049:Lipase; C009172:rhodioloside