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Sun WJ, Zhao HX, Cui FJ, et al. D-isoascorbyl palmitate: lipase-catalyzed synthesis, structural characterization and process optimization using response surface methodology. Chem Cent J. 2013;7(1):114doi: 10.1186/1752-153X-7-114.
Sun, W. J., Zhao, H. X., Cui, F. J., Li, Y. H., Yu, S. L., Zhou, Q., Qian, J. Y., & Dong, Y. (2013). D-isoascorbyl palmitate: lipase-catalyzed synthesis, structural characterization and process optimization using response surface methodology. Chemistry Central journal, 7(1), 114. https://doi.org/10.1186/1752-153X-7-114
Sun, Wen-Jing, et al. "D-isoascorbyl palmitate: lipase-catalyzed synthesis, structural characterization and process optimization using response surface methodology." Chemistry Central journal vol. 7,1 (2013): 114. doi: https://doi.org/10.1186/1752-153X-7-114
Sun WJ, Zhao HX, Cui FJ, Li YH, Yu SL, Zhou Q, Qian JY, Dong Y. D-isoascorbyl palmitate: lipase-catalyzed synthesis, structural characterization and process optimization using response surface methodology. Chem Cent J. 2013 Jul 08;7(1):114. doi: 10.1186/1752-153X-7-114. PMID: 23835418; PMCID: PMC3716706.
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Chem Cent J. 2013 Jul 08;7(1):114. doi: 10.1186/1752-153X-7-114.

D-isoascorbyl palmitate: lipase-catalyzed synthesis, structural characterization and process optimization using response surface methodology.

Chemistry Central journal

Wen-Jing Sun, Hong-Xia Zhao, Feng-Jie Cui, Yun-Hong Li, Si-Lian Yu, Qiang Zhou, Jing-Ya Qian, Ying Dong

Affiliations

  1. School of Food and Biological Engineering, Jiangsu University, Zhenjiang 212013, P,R, China. [email protected].

PMID: 23835418 PMCID: PMC3716706 DOI: 10.1186/1752-153X-7-114

Abstract

BACKGROUND: Isoascorbic acid is a stereoisomer of L-ascorbic acid, and widely used as a food antioxidant. However, its highly hydrophilic behavior prevents its application in cosmetics or fats and oils-based foods. To overcome this problem, D-isoascorbyl palmitate was synthesized in the present study for improving the isoascorbic acid's oil solubility with an immobilized lipase in organic media. The structural information of synthesized product was clarified using LC-ESI-MS, FT-IR, 1H and 13C NMR analysis, and process parameters for high yield of D-isoascorbyl palmitate were optimized by using One-factor-at-a-time experiments and response surface methodology (RSM).

RESULTS: The synthesized product had the purity of 95% and its structural characteristics were confirmed as isoascorbyl palmitate by LC-ESI-MS, FT-IR, 1H, and 13C NMR analysis. Results from "one-factor-at-a-time" experiments indicated that the enzyme load, reaction temperature and D-isoascorbic-to-palmitic acid molar ratio had a significant effect on the D-isoascorbyl palmitate conversion rate. 95.32% of conversion rate was obtained by using response surface methodology (RSM) under the the optimized condition: enzyme load of 20% (w/w), reaction temperature of 53°C and D- isoascorbic-to-palmitic acid molar ratio of 1:4 when the reaction parameters were set as: acetone 20 mL, 40 g/L of molecular sieves content, 200 rpm speed for 24-h reaction time.

CONCLUSION: The findings of this study can become a reference for developing industrial processes for the preparation of isoascorbic acid ester, which might be used in food additives, cosmetic formulations and for the synthesis of other isoascorbic acid derivatives.

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