Synthesis of mixed esters of ascorbic acid using methyl esters of palm and soybean oils

Preparative Biochemistry and Biotechnology

Volumn 35, Issue 2, 2005, Pages 113-118

  Hsieh, Hsin Ju ^a   Chen, Jech Wei ^a   Giridhar, R ^a   Wu, Wen Teng ^a  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

Author keywords

Ascorbic acid; Methyl esters; Palm oil; Soybean oil

Indexed keywords

ASCORBIC ACID; ESTER; NOVOZYME 435; PALM OIL; SOYBEAN OIL; TRIACYLGLYCEROL LIPASE; VEGETABLE OIL;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; ENZYME SPECIFICITY; EVALUATION; FEASIBILITY STUDY; METHYLATION; SYNTHESIS;

ASCORBIC ACID; ESTERS; FEASIBILITY STUDIES; LIPASE; METHYLATION; PLANT OILS; SOYBEAN OIL; SUBSTRATE SPECIFICITY;

GLYCINE MAX;

EID: 17844401999     PISSN: 10826068     EISSN: None     Source Type: Journal    
DOI: 10.1081/PB-200054729     Document Type: Article

References (12)

1. Kaneko, T.; Kaji, K.; Matsuo, M. Protective effect of lipophilic derivatives of ascorbic acid on peroxide-induced endothelial injury. Arch. Biochem. Biophys. 1993, 301, 176.
2. Perricone, N.; Nagy, K.; Horvath, F.; Dajko, G.; Uray, I.; Nagy, I.Z. The hydroxyl free reactions of ascorbyl palmitate as measured in various in vitro models, Biochem. Biophys. Res. Commun. 1999, 262, 661.
3. Gruetsmacher, G.D.; Stephens, C.R. Preparation of erythorbic acid and ascorbic acid 6-fatty acid esters. U.S. Patent 4,289,702, 1981.
4. Nickels, H.; Hackenberger, A. Preparation of fatty acid esters of ascorbic acid. U.S. Patent 4,705,869, 1987.
5. Humeau, C.; Girardin, M.; Could, D.; Miclo, A. Synthesis of 6-O-palmitoyl L-ascorbic acid catalyzed by Candida antartica lipase. Biotechnol. Lett. 1995, 17, 1091.
6. Otto, R.T.; Bornscheurer, U.T.; Scheib, H.; Pleiss, J.; Syldatk, C.; Schmid, R.D. Lipase-catalyzed esterification of unusual substrates: Synthesis of glucuronic acid and ascorbic acid (vitamin C) esters. Biotechnol. Lett. 1998, 20, 1091.
7. Humeau, C.; Girardin, M.; Rovel, B.; Miclo, A. Enzymatic synthesis of fatty acid vitamin-C esters. J. Mol. Catal. B: Enzym. 1998, 5, 19.
8. Yan, Y.; Bornscheurer, U.T.; Schmid, R.D. Lipase-catalyzed synthesis of vitamin-C fatty acid esters. Biotechnol. Lett. 21, 1051.
9. Tang, L.; Zang, H.; Manal, M.S.; Sun, Y. A kinetic study of the synthesis of ascorbate fatty acid esters catalyzed by immobilized lipase in organic media. Biotechnol. Appl. Biochem. 2000, 32, 35.
10. Song, Q.X.; Wei, D.Z. Study of vitamin C ester synthesis by immobilized lipase from Candida sp. J. Mol. Catal. B: Enzym. 2002, 18, 261.
11. Kuwabara, K.; Watanabe, Y.; Adachi, S.; Nakanishi, N.; Matsuno, R. Synthesis of 6-O-unsaturated acyl L-ascorbates by immobilized lipase in acetone in the presence of molecular sieve. Biochem. Eng. J. 2003, 16, 17.
12. Park, S.; Viklund, F.; Hult, K.; Kazlauskas, J. Ionic liquids create new opportunities for nonaqueous biocatalysis with polar substrates: acylation of glucose and ascorbic acid. In Ionic Liquids as Green Solvents: Progress and Prospects; Rogers, R.D., Sedon, K.R., Eds.; ACS symposium series, 856; ACS: Washington, DC, 2003; 225.