title: Investigation of lipase-catalysed hydrolysis of naproxen methyl ester: use of NMR spectroscopy methods to study substrate-enzyme interaction.
abstract: (+/-)-2-(6-Methoxy-2-naphthyl)propionic acid methyl ester (methyl ester of Naproxen), the precursor of therapeutically important nonsteroidal anti-inflammatory drugs (NSAIDs) was enantioselectively hydrolysed using as biocatalyst Candida rugosa lipase. In research aimed at studying the structure-activity relationship (SAR), NMR spectroscopy methods were employed to identify which Naproxen molecular moiety was essential to the substrate-enzyme interaction. The experimental results, in agreement with previous computer modelling studies and reported kinetic data, gave new information on the enzyme-substrate complex formation in solution.
authors.affiliation: Department of Chemistry, University of Rome "La Sapienza," Piazzale Aldo Moro 5, 00185, Rome, Italy.
authors.forename: E
authors.initials: E
authors.lastname: Cernia
authors.forename: M
authors.initials: M
authors.lastname: Delfini
authors.forename: E
authors.initials: E
authors.lastname: Di Cocco
authors.forename: C
authors.initials: C
authors.lastname: Palocci
authors.forename: S
authors.initials: S
authors.lastname: Soro
mesh_terms: D002175:Candida / Q000201:enzymology; D004952:Esters / Q000737:chemistry / Q000378:metabolism*; D006868:Hydrolysis; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D009288:Naproxen / Q000737:chemistry / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D011422:Propionates / Q000737:chemistry / Q000378:metabolism*; D011522:Protons; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
chemical_list: D004952:Esters; D011422:Propionates; D011522:Protons; D009288:Naproxen; D008049:Lipase