Lipase-catalyzed esterification of ferulic Acid with oleyl alcohol in ionic liquid/isooctane binary systems.
Lipase-catalyzed synthesis of ferulic acid oleyl alcohol ester in an ionic liquid (IL)/isooctane system was investigated. Considerable bioconversion and volumetric productivity were achieved in inexpensive 1-hexyl-3-methylimidazolium hexafluorophosphate ([Hmim][PF(6)]) and 1-methyl-3-octylimidazolium hexafluorophosphate ([Omim][PF(6)]) mediated systems, and thus, the two types of ILs were selected for further optimization of variables. The results showed that, before reaching a maximum, the increase of ferulic acid concentration, temperature, or enzyme dosage led to an increase in volumetric productivity. Variations of the ratios of IL/isooctane and concentrations of oleyl alcohol also profoundly affected the volumetric productivity. To a higher extent, [Hmim][PF(6)]/isooctane and [Omim][PF(6)]/isooctane show similar reaction behaviors. Under the optimized reaction conditions (60 °C, 150 mg of Novozym 435 and 100 mg of molecular sieves), up to 48.50 mg/mL productivity of oleyl feruleate could be achieved for the [Hmim][PF(6)]/isooctane (0.5 mL/1.5 mL) system with a substrate concentration of ferulic acid of 0.08 mmol/mL and oleyl alcohol of 0.32 mmol; while an optimum volumetric productivity of 26.92 mg/mL was obtained for the [Omim][PF(6)]/ isooctane (0.5 mL/1.5 mL) system under a similar reaction condition other than the substrate concentrations of ferulic acid at 0.05 mmol/mL and oleyl alcohol at 0.20 mmol.
Department of Biotechnology, College of Life Sciences, Fujian Normal University , Fuzhou 350108, China. chenbil@fjnu.edu.cn
Bilian
B
Chen
Huanzhen
H
Liu
Zheng
Z
Guo
Jian
J
Huang
Minzi
M
Wang
Xuebing
X
Xu
Lifei
L
Zheng
D003373:Coumaric Acids / Q000737:chemistry / Q000378:metabolism*; D004951:Esterification; D005233:Fatty Alcohols / Q000378:metabolism*; D007202:Indicators and Reagents; D052578:Ionic Liquids; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D009795:Octanes; D012995:Solubility; D012997:Solvents; D013696:Temperature
D003373:Coumaric Acids; D005233:Fatty Alcohols; D007202:Indicators and Reagents; D052578:Ionic Liquids; D009795:Octanes; D012997:Solvents; C010268:oleyl alcohol; C004999:ferulic acid; D008049:Lipase; C045798:2,2,4-trimethylpentane