Stability of saturated acyl L-ascorbates in aqueous solution

Journal of Food Science

Volumn 70, Issue 1, 2005, Pages

  Kuwabara, K ^a   Watanabe, Yoshiyuki ^a   Adachi, Shuji ^a   Matsuno, Ryuichi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Acyl ascorbate; Decomposition; Weibull model

Indexed keywords

ARRHENIUS;

EID: 13844280385     PISSN: 00221147     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1365-2621.2005.tb09038.x     Document Type: Article

References (37)

1. Anmo T, Washitake M, Hayashi H, Takahashi M. 1971. Studies on the decomposition of L-ascorbic acid in the coexistence of D-araboascorbic acid. Anaerobic decomposition of L-ascorbic acid in the coexistence of D-araboascorbic acid. Yakugaku Zasshi 91:444-53.
2. Bradoo S, Saxena RK, Gupta R. 1999. High yields of ascorbyl palmitate by thermostable lipase-mediated esterification. J Am Oil Chem Soc 76:1291-5.
3. Carter A. 2000. A simplified mathematical model for calculating the lattice energies of binary group I and II ionic compounds: using Solver to estimate the empirical constants. J Chem Ed 77:1081-4.
4. Cunha LM, Oliveira FAR, Oliveira JC. 1998. Optimal experimental design for estimating the kinetic parameters of processes described by Weibull probability distribution function. J Food Eng 37:175-91.
5. De Levie R. 1999. Estimating parameter precision in nonlinear least squares with Excel's Solver. J Chem Ed 76:1594-8.
6. Eison-Perchonok MH, Doenes TW. 1982. Kinetics of ascorbic acid autoxidation as a function of dissolved oxygen concentration and temperature. J Food Sci 41:259-62.
7. Exner O. 1964. Concerning the isokinetic relationship. Nature 201:488-90.
8. Han YK, Oh SG, Shin SI, Joung WD, Yi SC, Cho CG. 2002. Stability of alkanoyl 6-O-ascorbates in various surfactant aggregation systems. Colloids Surf B Biointerf 24:33-44.
9. Harris DC. 1998. Nonlinear least-square curve fitting with Microsoft Excel Solver. J Chem Ed 75:119-21.
10. Hsieh YP, Harris ND. 1993. Effect of sucrose on oxygen uptake of ascorbic acid in a closed aqueous system. J Agric Food Chem 41:259-62
11. Huelin FE, Coggiola IM, Sidhu GS, Kennett BH. 1971. The anaerobic decomposition of ascorbic acid in the pH range of food and in more acid solutions. J Sci Food Agric 22:540-2.
12. Humeau C, Girardin M, Coulon D, Micro A. 1995. Synthesis of 6-O-palmitoyl L-ascorbic acid catalyzed by Candida antirctica lipase. Biotechnol Lett 14:1091-4.
13. Humeau C, Girardin M, Rovel B, Micro A. 1998a. Enzymatic synthesis of fatty acid ascorbyl esters. J Mol Catal B Enzymatic 5:19-23.
14. Humeau C, Girardin M, Rovel B, Micro A. 1998b. Effect of the thermodynamic water activity and the reaction medium hydrophobicity on the enzymatic synthesis of ascorbyl palmitate. J Biotechnol 63:1-8.
15. Kaanane A, Kane D, Labuza TP. 1988. Time and temperature effects on stability of Moroccan processed orange juice during storage. J Food Sci 53:1470-3, 1489.
16. Kalus WH, Filby WG. 1977. The effect of additives on the free radical formation in aqueous solutions of ascorbic acid. Int J Vit Nutr Res 47:258-64.
17. Kopelman LJ, Mizrahi S. 1979. Simulation of ascorbic acid stability during heat processing and concentration of grapefruit juice. J Food Proc Eng 2:213-25.
18. Kuwabara K, Watanabe Y, Adachi S, Nakanishi K, Matsuno R. 2003. Emulsifier properties of saturated acyl L-ascorbates. Food Chem 82:191-4.
19. Laing BM, Shulueter DL, Labuza TP. 1978. Degradation kinetics of ascorbic acid at higher temperature and water activity. J Food Sci 43:1440-3.
20. Lee YC, Kirk JR, Bedford CL, Heldoman DR. 1977. Kinetics and computer simulation of ascorbic acid stability of tomato juice as functions of temperature, pH and metal catalyst. J Food Sci 42:640-4, 648.
21. Lee SH, Labuza TP. 1975. Destruction of ascorbic acid as a function of water activity. J Food Sci 40:370-3.
22. Leffer JE. 1955. The enthalpy-entropy relationship and its implications for organic chemistry. J Org Chem 20:1202-31.
23. Liu L, Guo Q-X. 2001. Isokinetic relationship, isoequilibrium relationship, and enthalpy-entropy compensation. Chem Rev 101:673-95.
24. Manso MC, Oliveira FAR, Oliveira JC, Frias JM. 2001. Modelling ascorbic acid thermal degradation and browning in orange juice under aerobic conditions. Int J Food Sci Technol 36:303-12.
25. Maugard T, Tudella J, Legoy MD. 2000. Study of vitamin ester synthesis by lipase-catalyzed transesterification in organic media. Biotechnol Prog 16:358-62.
26. Nagy S. 1980. Vitamin C content of citrus fruit and their products: a review. J Agric Food Chem 28:8-18.
27. Okusa N. 1975. Prediction of the stability of drugs. III. Application of the Weibull probability paper to prediction of the stability. Chem Pharm Bull 23:794-802.
28. Robertson GL, Samaniego CML. 1986. Effect of initial dissolved oxygen levels on the degradation of ascorbic acid and the browning of lemon juice during storage. J Food Sci 51:184-7, 192.
29. Singh RP, Heldman DR, Kirk JR. 1976. Kinetic of quality degradation: ascorbic acid oxidation in infant formula during storage. J Food Sci 41:304-8.
30. Stamatis H, Sereti Y, Kolisis FN. 1999. Studies on the enzymatic synthesis of lipophilic derivatives of natural antioxidants. J Am Oil Chem Soc 76:1291-5.
31. Thang L, Zhang H, Shehate MM, Sun Y. 2000. A kinetic study of the synthesis of ascorbate fatty acid esters catalyzed by immobilized lipase in organic media. Biotechnol Appl Biochem 32:35-9.
32. Tukamoto T, Ozeki S, Hasegawa M, Hattori F. 1974. Stability of ascorbyl monolaurate bin aqueous solution. Yakugaku Zasshi 94:917-21.
33. Watanabe Y, Adachi S, Fujii T, Nakanishi K, Matsuno R. 2001a. Surface activity of 6-O-hexanoyl, octanoyl, decanoy and dodecanoyl ascorbates. Jpn J Food Eng 2:73-5.
34. Watanabe Y, Adachi S, Nakanishi K, Matsuno R. 1999. Condensation of L-ascorbic acid and medium-chain fatty acid by immobilized lipase in acetonitrile with low water content. Food Sci Technol Res 5:111-5.
35. Watanabe Y, Adachi S, Nakanishi K, Matsuno R. 2001b. Lipase-catalyzed synthesis of unsaturated acyl L-ascorbate and its ability to suppress of polyunsaturated fatty acid. J Am Oil Chem Soc 78:823-6.
36. Watanabe Y, Adachi S, Nakanishi K, Shimada Y, Matsuno R. 2000. Lipase-catalyzed synthesis of 6-O-eicosapentaenoyl L-ascorbate in acetone and its autoxidation. Biotechnol Lett 22:637-40.
37. Yan Y, Bornscheuer UT, Schmid RD. 1999. Lipase-catalyzed synthesis of vitamin C fatty acid esters. Biotechnol Lett 21:1051-4.