title: Lipase-mediated synthesis of water-soluble plant stanol derivatives in tert-butanol.
abstract: The effects of solvents with different log P values, and of lipases on the synthesis of water-soluble plant stanol derivatives were investigated. Results showed that conversion in solvents with log P<0.37 was mainly controlled by the hydrophobicity of the solvent and subsequent complete or partial deactivation of the enzyme. The solubility of substrate was the leading factor for the conversion in solvents with log P>0.37. Lipozyme RM IM and tert-butanol was the most suitable biocatalyst and solvent, respectively. The highest yield (>51%) of plant stanyl sorbitol succinate was obtained under the selected conditions: 50 μmol/mL plant stanyl hemisuccinate, 1:3 molar ratio of plant stanyl hemisuccinate to d-sorbitol, 80 mg/mL 3 Å molecular sieves and 100mg/mL Lipozyme RM IM in tert-butanol, 150 r/min and 55 °C. Fourier transform infrared spectroscopy, mass spectroscopy and nuclear magnetic resonance spectroscopy were adopted to determine the structure of product, suggesting that water-soluble plant stanol derivatives were successfully synthesized.
authors.affiliation: State Key Laboratory of Food Science and Technology, School of Food Science and Technology, Jiangnan University, 1800 Lihu Road, Wuxi 214122, Jiangsu, China.
authors.forename: Wen-Sen
authors.initials: WS
authors.lastname: He
authors.forename: Jing-Jing
authors.initials: JJ
authors.lastname: Li
authors.forename: Xiao-Xia
authors.initials: XX
authors.lastname: Pan
authors.forename: Yang
authors.initials: Y
authors.lastname: Zhou
authors.forename: Cheng-Sheng
authors.initials: CS
authors.lastname: Jia
authors.forename: Xiao-Ming
authors.initials: XM
authors.lastname: Zhang
authors.forename: Biao
authors.initials: B
authors.lastname: Feng
mesh_terms: D000440:Butanols / Q000737:chemistry*; D004789:Enzyme Activation; D008049:Lipase / Q000737:chemistry*; D010840:Phytosterols / Q000138:chemical synthesis*; D012995:Solubility; D013379:Substrate Specificity; D014867:Water / Q000737:chemistry*
chemical_list: D000440:Butanols; D010840:Phytosterols; D014867:Water; C077664:tert-butoxide, potassium; D008049:Lipase