Enzymatic Synthesis of 1-Caffeoylglycerol with Deep Eutectic Solvent Under Continuous Microflow Conditions

Tao Dong, Xi Liu, Xiang-Yun Meng, Yan Xu, Dong-Yang Zhang, Hui-Xiang Guan, Yu Zhuang, Jun Wang

Research output: Contribution to journalArticlepeer-review

22 Scopus Citations

Abstract

1-caffeoylglycerol (1-CG) is a hydrophilic ester with a high solubility, and has a strong activity to prevent skin cancer caused by ultraviolet. However, the current preparation process to synthesize 1-CG via transesterification from methyl caffeate (MC) and glycerin was not economic due to long reaction time or adding extra field. Therefore, an enzymatic synthesis with deep eutectic solvent chloride-urea (ChCl-urea) in a microreactor was firstly applied under continuous microflow condition to improve the productivity. A maximum 1-CG yield of 96.49% was obtained under the optimized conditions: temperature of 65 °C, flow rate of 2 μL/min, MC concentration of 50 g/L. Compared to the batch reactor, the reaction time reduced by 75%, the Km value decreased by 5/6, the reuse times of lipase increased by 2.29-fold, the external mass and transfer coefficients increased 10 times, which process was verified by numerical simulation. In addition, the produced 1-CG of 2 mg/mL has a high UV damage remediation ability of 75.16% using HaCaT cell model, which reveals 1-CG can repair the damage of cells radiated by the UV. Thus, this approach represents a convenient and cost-saving method to produce 1-CG using microfluidic biocatalysis.

Original languageAmerican English
Pages (from-to)41-49
Number of pages9
JournalBiochemical Engineering Journal
Volume142
DOIs
StatePublished - 15 Feb 2019

Bibliographical note

Publisher Copyright:
© 2018 Elsevier B.V.

NREL Publication Number

  • NREL/JA-5100-72937

Keywords

  • 1-Caffeoylglycerol
  • Biocatalysis
  • Deep eutectic solvent
  • Kinetics
  • Mass transfer coefficient
  • Microreactor

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