title: Ultrasound irradiation promoted enzymatic transesterification of (R/S)-1-chloro-3-(1-naphthyloxy)-2-propanol.
abstract: (R)-1-Chloro-3-(1-naphthyloxy)-2-propanol, which is the key intermediate of (S)-propranolol, was successfully prepared via enantioselective transesterification catalyzed by lipase under ultrasound irradiation. Compared with conventional shaking, the enzyme activity and enantioselectivity were dramatically increased under ultrasound exposure. Effects of various reaction conditions on the synthetic activity of enzyme as well as enantioselectivity, including the type of enzyme, ultrasound power, solvent, acyl donor, temperature and substrate molar ratio, were investigated. Pseudomonas sp. lipase (PSL) showed an excellent catalytic performance under optimum conditions (enzyme activity: 78.3 ± 3.2 μmol·g⁻¹·min⁻¹, E value: 98 ± 6).
authors.affiliation: Center of General Surgery, the Second Hospital of Jilin University, Changchun 130041, China.
authors.forename: Feng
authors.initials: F
authors.lastname: Wang
authors.forename: Hong
authors.initials: H
authors.lastname: Zhang
authors.forename: Jiaxin
authors.initials: J
authors.lastname: Wang
authors.forename: Ge
authors.initials: G
authors.lastname: Chen
authors.forename: Xuedong
authors.initials: X
authors.lastname: Fang
authors.forename: Zhi
authors.initials: Z
authors.lastname: Wang
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
mesh_terms: D055162:Biocatalysis; D002728:Chlorohydrins / Q000737:chemistry / Q000378:metabolism*; D004951:Esterification; D019220:High-Energy Shock Waves; D008049:Lipase / Q000378:metabolism* / Q000528:radiation effects; D009281:Naphthalenes / Q000737:chemistry / Q000378:metabolism*; D011433:Propranolol / Q000737:chemistry*; D011549:Pseudomonas / Q000201:enzymology; D013016:Sound; D013237:Stereoisomerism; D014465:Ultrasonics
chemical_list: C483617:1-chloro-3-(1-naphthyloxy)-2-propanol; D002728:Chlorohydrins; D009281:Naphthalenes; D011433:Propranolol; D008049:Lipase