Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate

Biotechnol Lett. 2004 Dec;26(23):1777-80. doi: 10.1007/s10529-004-4607-8.

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 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).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Ascorbic Acid / analogs & derivatives*
  • Ascorbic Acid / chemical synthesis*
  • Ascorbic Acid / chemistry*
  • Ascorbic Acid / pharmacology*
  • Cell Survival / drug effects
  • Cells, Cultured
  • Dose-Response Relationship, Drug
  • Drug Stability
  • Endothelial Cells / cytology*
  • Endothelial Cells / drug effects*
  • Endothelial Cells / metabolism
  • Enzymes, Immobilized / chemistry
  • Esterification
  • Fungal Proteins
  • Humans
  • Hydrogen Peroxide / pharmacology*
  • Kinetics
  • Linoleic Acids / chemical synthesis*
  • Linoleic Acids / pharmacology*
  • Lipase / chemistry*
  • Oleic Acid / chemical synthesis*
  • Oleic Acid / pharmacology*
  • Oleic Acids*
  • Oxidative Stress / drug effects*
  • Reactive Oxygen Species / metabolism

Substances

  • Antioxidants
  • Enzymes, Immobilized
  • Fungal Proteins
  • Linoleic Acids
  • Oleic Acids
  • Reactive Oxygen Species
  • Oleic Acid
  • Hydrogen Peroxide
  • Novozyme 435
  • Lipase
  • Ascorbic Acid
  • ascorbyl oleate
  • ascorbyl linoleate