title: Modulating the synthetase activity of penicillin G acylase in organic media by addition of N-methylimidazole: using vinyl acetate as activated acyl donor.
abstract: This paper reported the modulation of enzyme activity by organic small molecule. The esterification activity of Penicillin G acylase (PGA) was improved more than 70-fold by the addition of 10% N-methylimidazole. Some control experiments have been designed to demonstrate the catalytic specificity of PGA. The structure and the amount of additive were optimized to improve the product yield. The influence of N-methylimidazole on the PGA conformation was investigated by FTIR and autodock simulation. Seven substrates were used to evaluate the effect of structure on the PGA-catalyzed transesterification. A series of products were successfully synthesized with the yield ranged from 56% to 84% and PGA showed specific recognition on the substrate with phenyl group in the presence of 10% N-methylimidazole.
authors.affiliation: Department of Chemistry, Zhejiang University, Hangzhou 310027, People's Republic of China.
authors.forename: Bokai
authors.initials: B
authors.lastname: Liu
authors.forename: Qi
authors.initials: Q
authors.lastname: Wu
authors.forename: Deshui
authors.initials: D
authors.lastname: Lv
authors.forename: Xianfu
authors.initials: X
authors.lastname: Lin
mesh_terms: D000215:Acylation; D057005:Bioengineering; D004800:Enzymes, Immobilized / Q000737:chemistry* / Q000378:metabolism; D004951:Esterification; D006140:Guaifenesin / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D007093:Imidazoles / Q000737:chemistry / Q000494:pharmacology*; D008025:Ligases / Q000737:chemistry / Q000378:metabolism; D008958:Models, Molecular; D010399:Penicillin Amidase / Q000737:chemistry* / Q000378:metabolism; D013055:Spectrophotometry, Infrared; D013379:Substrate Specificity; D014753:Vinyl Compounds / Q000737:chemistry* / Q000378:metabolism
chemical_list: D004800:Enzymes, Immobilized; D007093:Imidazoles; D014753:Vinyl Compounds; D006140:Guaifenesin; D010399:Penicillin Amidase; D008025:Ligases; C011566:vinyl acetate; C018100:1-methylimidazole