Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate.
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 degrees 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).
Song
Qing-Xun
QX
State Key Laboratory of Bioreactor Engineering, Institute of Biochemistry, East China University of Science and Technology, Shanghai 200237, PR China.
Wei
Dong-Zhi
DZ
Zhou
Wen-Yu
WY
Xu
Wei-Qin
WQ
Yang
Sheng-Li
SL
D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology*; D001205:Ascorbic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D004305:Dose-Response Relationship, Drug; D004355:Drug Stability; D042783:Endothelial Cells / Q000166:cytology* / Q000187:drug effects* / Q000378:metabolism; D004800:Enzymes, Immobilized / Q000737:chemistry; D004951:Esterification; D005656:Fungal Proteins; D006801:Humans; D006861:Hydrogen Peroxide / Q000494:pharmacology*; D007700:Kinetics; D008041:Linoleic Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D008049:Lipase / Q000737:chemistry*; D019301:Oleic Acid / Q000138:chemical synthesis* / Q000494:pharmacology*; D009829:Oleic Acids; D018384:Oxidative Stress / Q000187:drug effects*; D017382:Reactive Oxygen Species / Q000378:metabolism
D000975:Antioxidants; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D008041:Linoleic Acids; D009829:Oleic Acids; D017382:Reactive Oxygen Species; D019301:Oleic Acid; D006861:Hydrogen Peroxide; C093667:Novozyme 435; D008049:Lipase; D001205:Ascorbic Acid; C502797:ascorbyl oleate; C502798:ascorbyl linoleate