Thiyl radical-induced cis/trans-isomerization of methyl linoleate in methanol and of linoleic acid residues in liposomes.
作者： J. Schwinn H. Sprinz K. Drossler S. Le
关键词: Double bond 、 Medicinal chemistry 、 Chemistry 、 Linoleic acid 、 Isomerization 、 Fatty acid 、 Photochemistry 、 Radiolysis 、 Cis trans isomerization 、 Lipid peroxidation 、 Adduct
摘要: Purpose: To investigate the role of a thiol-containing biologically active compound in lipid peroxidation membranes. Materials and methods: Thiyl radicals were generated from 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione (MECH) using pulse radiolysis gamma -radiolysis aqueous alcoholic solutions saturated with N2O. The products analysed by 1H NMR HPLC. Results: thiyl abstract bisallylic hydrogens {cis-9,cis-12}-methyl linoleate, yielding pentadienyl radical. In absence oxygen, radical-induced cis/trans-isomerization leads to linoleic-type isomers. These chain-type isomerization reactions can occur long living radical, followed 'repair' reaction attached thiol, radical adduct double bond fatty acid residue. Conclusions: results show that mechanism cis/trans is an integral part attack on polyunsaturated acids homogeneous solut...
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