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Biosynthesis of Lipids01:29

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Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
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D-isoascorbyl palmitate: lipase-catalyzed synthesis, structural characterization and process optimization using

Wen-Jing Sun1, Hong-Xia Zhao, Feng-Jie Cui

  • 1School of Food and Biological Engineering, Jiangsu University, Zhenjiang 212013, P,R, China. sunwenjing1919@163.com.

Chemistry Central Journal
|July 10, 2013
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Summary

This study synthesized D-isoascorbyl palmitate to improve isoascorbic acid

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Area of Science:

  • Biocatalysis and Enzyme Engineering
  • Organic Synthesis
  • Food Chemistry

Background:

  • Isoascorbic acid, a food antioxidant, has limited use in cosmetics and oil-based foods due to its hydrophilicity.
  • D-isoascorbyl palmitate was synthesized to enhance the oil solubility of isoascorbic acid.
  • Lipase-catalyzed esterification in organic media was employed for synthesis.

Purpose of the Study:

  • To synthesize D-isoascorbyl palmitate, an oil-soluble derivative of isoascorbic acid.
  • To optimize the synthesis process for high yield and purity.
  • To confirm the structure of the synthesized compound.

Main Methods:

  • Enzyme-catalyzed synthesis using immobilized lipase in organic media.
  • Structural characterization via LC-ESI-MS, FT-IR, 1H, and 13C NMR.
  • Process optimization using One-factor-at-a-time experiments and Response Surface Methodology (RSM).

Main Results:

  • Successfully synthesized D-isoascorbyl palmitate with 95% purity.
  • Identified key parameters affecting conversion: enzyme load, temperature, and molar ratio.
  • Achieved 95.32% conversion rate under optimized conditions (20% enzyme load, 53°C, 1:4 molar ratio).

Conclusions:

  • The study provides a reference for industrial production of isoascorbic acid esters.
  • Synthesized D-isoascorbyl palmitate has potential applications in food additives and cosmetics.
  • This method can be used for synthesizing other isoascorbic acid derivatives.