title: A novel chemo-enzymatic synthesis of hydrophilic phytosterol derivatives.
abstract: In this study, a novel method was developed for chemo-enzymatic synthesis of hydrophilic phytosterol derivatives, phytosteryl polyethylene glycol succinate (PPGS), through an intermediate phytosteryl hemisuccinate (PSHS), which was first chemically prepared and subsequently coupled with polyethylene glycol (PEG) through lipase-catalyzed esterification. The chemical structure of intermediate and goal product were finally confirmed to be PSHS and PPGS by FT-IR, MS and NMR, suggesting that hydrophilic phytosterol derivatives were successfully synthesized. The effects of various parameters on the conversion of PSHS to PPGS were investigated and the highest conversion (>78%) was obtained under the selected conditions: 75 mmol/L PSHS, 1:2M ratio of PSHS to PEG, 50 g/L Novozym 435, 120 g/L 3 Å molecular sieves in tert-butanol, 55 °C, 96 h and 200 rpm. The solubility of phytosterols in water was significantly improved by coupling with PEG, facilitating the incorporation into a variety of foods containing water.
authors: School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China. Electronic address: wshe2013@163.com.
authors: Wen-Sen
authors: WS
authors: He
authors: School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China.
authors: Di
authors: D
authors: Hu
authors: School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China.
authors: Yu
authors: Y
authors: Wang
authors: School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China.
authors: Xue-Yan
authors: XY
authors: Chen
authors: State Key Laboratory of Food Science and Technology, School of Food Science and Technology, Jiangnan University, 1800 Lihu Road, Wuxi 214122, Jiangsu, China.
authors: Cheng-Sheng
authors: CS
authors: Jia
authors: School of Food and Biological Engineering, Jiangsu University, 301 Xuefu Road, Zhenjiang 212013, Jiangsu, China.
authors: Hai-Le
authors: HL
authors: Ma
authors: State Key Laboratory of Food Science and Technology, School of Food Science and Technology, Jiangnan University, 1800 Lihu Road, Wuxi 214122, Jiangsu, China.
authors: Biao
authors: B
authors: Feng
mesh_terms: D004951:Esterification / Q000502:physiology*; D008049:Lipase / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D010840:Phytosterols / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D010840:Phytosterols; D011092:Polyethylene Glycols; D008049:Lipase
keywords: Esterification; Hydrophilic; Lipase; Phytosterols; Polyethylene glycol