Study of ibuprofen glucopyranoside derivative synthesis by Candida antarctica lipase in organic solvent.
The direct esterification of ibuprofen and methyl alpha-D-glucopyranoside in organic solvent by Novozym 435 was investigated in terms of the main variables controlling the process, including initial water activity (a(w), 0.05-0.75), incubation time, (0-168 h) and substrate concentration. The results showed that the lower initial aw values resulted in higher enzymatic activity and bioconversion yield. The most appropriate initial aw and incubation time were 0.06 and 144 h, respectively. The results also showed that the optimal ratio of ibuprofen to methyl alpha-D-glucopyranoside was 2.0. By optimizing these parameters, the yield increased about 50%. In addition, the product was confirmed to be methyl 6-O-(2'-(4'-isobutylphenyl) propionyl) D-alpha-glucopyranoside.
Zhao
Xiangguo
X
State Key Laboratory of Bioreactor Engineering, New World Institute of Biochemistry, East China University of Science and Technology, Shanghai, PR China.
Wei
Dongzhi
D
Song
Qingxun
Q
Zhang
Minjie
M
D002175:Candida / Q000201:enzymology*; D004800:Enzymes, Immobilized; D004951:Esterification; D005656:Fungal Proteins / Q000737:chemistry*; D007052:Ibuprofen / Q000031:analogs & derivatives / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry*; D008757:Methylglucosides / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013997:Time Factors
D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D008757:Methylglucosides; D012997:Solvents; C027020:methylglucoside; C093667:Novozyme 435; D008049:Lipase; D007052:Ibuprofen