Abstract
L-Ascorbyl oleate and L-ascorbyl linoleate were synthesized by an immobilized lipase from Candida antarctica with yields of 38% and 44%, respectively. L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 °C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a better protective effect on human umbilical cord vein endothelial cells treated with H2O2 than of L-ascorbic acid-2-phosphate-6-palmitate (Asc2P6P).
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References
S Bradoo RK Saxena R Gupta (1999) ArticleTitleHigh yields of ascorbyl palmitate by thermostable lipase-mediated esterification J. Am. Oil Chem. Soc. 76 1291–1295
CB Du JW Liu W Su YH Ren DZ Wei (2003) ArticleTitleThe protective effect of ascorbic acid derivative on PC12 cells: involvement of its ROS scavenging ability Life Sci. 74 771–780
SF Fan DZ Wei JW Liu XJ Xin WY Tong N Miwa (2004) ArticleTitleAscorbic acid-2-o-phosphate-6-o-palmitate protecting the human umbilical cord vein endothelial cells against hydrogen peroxide and tert-butyl hydroperoxide induced cytotoxicity Biomed. Pharmacother. 58 205–211
MB Hensen SE Nilsen K Berg (1989) ArticleTitleRe-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill J. Immunol. Meth. 119 203–210
C Humeau M Giarardin D Coulon A Miclo (1995) ArticleTitleSynthesis of 6-o-palmitoyl l-ascorbic Acid catalysed by Candida antarctica lipase Biotechnol. Lett. 17 1091–1094
EA Kiyatkin GK Rebec (1998) ArticleTitleAscorbate modulates glutamate-induced excitations of striatal neurons Brain Res. 812 14–22
PY Leung K Miyashita M Young CS Tsao (1993) ArticleTitleCytotoxic effect of ascorbate and its derivatives on cultured malignant and nonmalignant cell lines Anticancer Res. 13 475–480
Y Shlomo R Sharon LC Ralph IM David (2002) ArticleTitleThe role of polyunsaturated fatty acids in restoring the aging neuronal membrane Neurobiol. Aging 23 843–853
QX Song DZ Wei (2002) ArticleTitleStudy of vitamin C ester synthesis by immobilized lipase from Candida sp J. Mol. Catal. B: Enzym. 18 261–266
K Takao M Mitsuyoshi B Naomichi (1998) ArticleTitleInhibition of linoleic acid hydroperoxide-induced toxicity in cultured human umbilical vein endothelial cells by catechins Chem-Biol. Interactions 114 109–119
M Thierry T Joana DL Marie (2000) ArticleTitleStudy of vitamin ester synthesis by lipase-catalyzed transesterification in organic media Biotechnol. Prog. 16 358–362
BR Vladimir B Sebastiano CY Jack (1996) ArticleTitleNon-random peroxidation of different classes of membrane phospholipids in live cells detected by metabolically integrated cis-parinaric acid Biochim. Biophys. Acta 1283 127–140
YC Yan TB Uwe DS Rolf (1999) ArticleTitleLipase-catalyzed synthesis of vitamin C fatty acid esters Biotechnol. Lett. 21 1051–1054
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Revisions requested 21 July 2004/26 August 2004; Revisions received 20 August 2004/27 September 2004
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Song, QX., Wei, DZ., Zhou, WY. et al. Enzymatic Synthesis and Antioxidant Properties of L-Ascorbyl Oleate and L-Ascorbyl Linoleate. Biotechnol Lett 26, 1777–1780 (2004). https://doi.org/10.1007/s10529-004-4607-8
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DOI: https://doi.org/10.1007/s10529-004-4607-8