title: Effect of reaction parameters on synthesis of citronellyl methacrylate by lipase-catalyzed transesterification.
abstract: The methacrylate ester of citronellol was synthesized using various lipases as catalyst. The effect of different reaction parameters such as amount of lipase, solvent, temperature, and acylating agent on the conversion of citronellol to citronellyl methacrylate was studied. Methyl methacrylate, vinyl methacrylate, and 2,3-butanedione mono-oxime methacrylate were used as acylating agents. Porcine pancreatic lipase (PPL), Candida rugosa lipase (CRL), and Pseudomonas cepacia lipase (Amano-PS) were used as biocatalysts. Diisopropyl ether (DIPE) was found to be the most suitable solvent. The stereoselectivity of CRL in transesterification of (+/-)-citronellol was tested for the optimized reaction parameters.
authors.affiliation: Department of Chemistry, University of Mumbai, Vidyanagari, Mumbai-400 098, India. vilasda@yahoo.com
authors.forename: Vilas
authors.initials: V
authors.lastname: Athawale
authors.forename: Narendra
authors.initials: N
authors.lastname: Manjrekar
authors.forename: Manoj
authors.initials: M
authors.lastname: Athawale
mesh_terms: D000080462:Acyclic Monoterpenes; D000215:Acylation; D000818:Animals; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004951:Esterification; D008049:Lipase / Q000737:chemistry* / Q000145:classification; D039821:Monoterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D010179:Pancreas / Q000378:metabolism; D010476:Perfume / Q000737:chemistry*; D012997:Solvents; D013379:Substrate Specificity; D013552:Swine; D013696:Temperature
chemical_list: D000080462:Acyclic Monoterpenes; D039821:Monoterpenes; D010476:Perfume; D012997:Solvents; C482526:citronellyl methacrylate; D008049:Lipase; C007078:citronellol