J. Arnhold et al., THE ACTION OF HYPOCHLOROUS ACID ON PHOSPHATIDYLCHOLINE LIPOSOMES IN DEPENDENCE ON THE CONTENT OF DOUBLE-BONDS - STOICHIOMETRY AND NMR ANALYSIS, Chemistry and physics of lipids, 78(1), 1995, pp. 55-64
Kinetics of the consumption of hypochlorous acid in its reaction with
double bonds of unsaturated phospholipids and fatty acids were measure
d using luminol chemiluminescence. Stoichiometry ratios between the co
nsumption of HOCl/OCl- and the loss of double bonds vary from 2:1 to 1
:1. Highest values were found in DMPC liposomes containing 5 mol% olei
c acid or OPPC. With increasing content of double bonds or higher numb
ers of double bonds in a fatty acid acyl chain due to incorporated uns
aturated fatty acids or phospholipids in DMPC liposomes the stoichiome
try ratio falls continuously to 1:1. A ratio of about 1:1 was observed
in multilamellar and unilamellar liposomes composed of egg yolk phosp
hatidylcholine. Products of the reaction of oleic acid with hypochloro
us acid were analysed by H-1-NMR spectroscopy. Chlorohydrins were form
ed in both DMPC liposomes containing 5 or 40 mol% oleic acid.