Production of saturated Acyl L-ascorbate by immobilized lipase using a continuous stirred tank reactor

Journal of Agricultural and Food Chemistry

Volumn 51, Issue 16, 2003, Pages 4628-4632

  Watanabe, Yoshiyuki ^a   Kuwabara, Ko ^a   Adachi, Shuji ^a   Nakanishi, Kazuhiro ^b   Matsuno, Ryuichi ^a  

^a KYOTO UNIVERSITY   (Japan)

^b OKAYAMA UNIVERSITY   (Japan)

Author keywords

Acyl L ascorbate; Continuous stirred tank reactor; Immobilized lipase; Radical scavenging activity; Solubility

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 6 O DECANOYLASCORBATE; 6 O DODECANOYLASCORBATE; 6 O TETRADECANOYLASCORBATE; ACETONE; ACYLASCORBATE; ASCORBIC ACID DERIVATIVE; IMMOBILIZED ENZYME; SCAVENGER; SOYBEAN OIL; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG; WATER;

ARTICLE; CANDIDA ANTARCTICA; CHEMICAL STRUCTURE; CONTINUOUS STIRRED TANK REACTOR; DRUG SOLUBILITY; ENTHALPY; NONHUMAN; TEMPERATURE DEPENDENCE;

ACYLATION; ASCORBIC ACID; BIOREACTORS; ENZYMES, IMMOBILIZED; FATTY ACIDS; FREE RADICAL SCAVENGERS; LIPASE; SOLUBILITY;

CANDIDA; CANDIDA ANTARCTICA; GLYCINE MAX;

EID: 0041302263     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf030076p     Document Type: Article

References (16)

1. Humeau, C.; Girardin, M.; Coulon, D.; Miclo, A. Synthesis of 6-O-palmitoyl L-ascorbic acid catalyzed by Candida antarctica Lipase. Biotechnol. Lett. 1995, 17, 1091-1094.
2. Humeau, C.; Girardin, M.; Rovel, B.; Miclo, A. Enzymatic synthesis of fatty acid ascorbyl esters. J. Mol. Catal. B 1998, 5, 19-23.
3. Humeau, C.; Girardin, M.; Rovel, B.; Miclo, A. Effect of the thermodynamic water activity and the reaction medium hydrophobicity on the enzymatic synthesis of ascorbyl palmitate. J. Biotechnol. 1998, 63, 1-8.
4. Bradoo, S.; Saxena, R. K.; Gupta, R. High yields of ascorbyl palmitate by thermostable lipase-mediated esterification. J. Am. Oil Chem. Soc. 1999, 76, 1291-1295.
5. Stamatis, H.; Sereti, V.; Kolisis, F. N. Studies on the enzymatic synthesis of lipophilic derivatives of natural antioxidants. J. Am. Oil Chem. Soc. 1999, 76, 1505-1510.
6. Watanabe, Y.; Adachi, S.; Nakanishi, K.; Matsuno, R. Condensation of L-ascorbic acid and medium-chain fatty acids by immobilized lipase in acetonitrile with low water content. Food Sci. Technol. Res. 1999, 5, 188-192.
7. Yan, Y.; Bomscheuer, U. T.; Schmid, R. D. Lipase-catalyzed synthesis of vitamin C fatty acid esters. Biotechnol. Lett. 1999, 21, 1051-1054.
8. Humeau, C.; Rovel, B.; Girardin, M. Enzymatic esterification of bixin by L-ascorbic acid. Biotechnol. Lett. 2000, 22, 165-168.
9. Tang, L.; Zhang, H.; Shehate, M. M.; Sun, Y. A kinetic study of the synthesis of ascorbate fatty acid esters catalysed by immobilized lipase in organic media. Biotechnol. Appl. Biochem. 2000, 32, 35-39.
10. Watanabe, Y.; Minemoto, Y.; Adachi, S.; Nakanishi, K.; Shimada, Y.; Matsuno, R. Lipase-catalyzed synthesis of 6-O-eicosapentaenoyl L-ascorbate in acetone and its autoxidation. Biotechnol. Lett. 2000, 22, 637-640.
11. Watanabe, Y.; Adachi, S.; Nakanishi, K.; Matsuno, R. Lipase-catalyzed synthesis of unsaturated acyl L-ascorbate and its ability to suppress autoxidation of polyunsaturated fatty acid. J. Am. Oil Chem. Soc. 2001, 78, 823-826.
12. Adachi, S.; Nagae, K.; Matsuno, R. Lipase-catalyzed condensation of erythritol and medium-chain fatty acids in acetonitrile with low water content. J. Mol. Catal. B 1999, 6, 21-27.
13. Watanabe, Y.; Miyawaki, Y.; Adachi, S.; Nakanishi, K.; Matsuno, R. Continuous production of acyl mannoses by immobilized lipase using a packed-bed reactor and their surfactant properties. Biochem. Eng. J. 2001, 8, 213-216.
14. Watanabe, Y.; Adachi, S.; Fujii, T.; Nakanishi, K.; Matsuno, R. Surface activity of 6-O-hexanoyl, octanoyl, decanoyl and dodecanoyl ascorbates. Jpn. J. Food Eng. 2001, 2, 73-75.
15. Blois, M. S. Antioxidant determinations by the use of a stable free radical. Nature 1958, 4617, 1199-1200.
16. Nostro, P. L.; Capuzzi, G.; Romani, A.; Mulinacci, N. Self-assembly and antioxidant properties of octanoyl-6-O-ascorbic acid. Langmuir 2000, 16, 1744-1750.