Effect of ozonation products on phospholipase A2 hydrolytic activity: use of bis(1-hydroxyheptyl)peroxide as a precursor of the ozonation product 1-hydroxy-1-hydroperoxyheptane.
Bis(1-hydroxyheptyl)peroxide (BisC7) upon spontaneous hydrolysis affords the difficult-to-isolate ozonation product 1-hydroxy-1-hydroperoxyheptane along with heptanal. PLA2 hydrolytic activity is enhanced when the BisC7 hydrolysis products are incorporated in the membrane of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine liposomes, suggesting they cause a pronounced alteration in the bilayer packing order. Conversely, inhibition is observed when PLA2 is incubated with BisC7 hydrolytic products prior to incubation with the liposomes, suggesting that these products are capable of reacting with and modifying the enzyme when present in solution.
Salgo
M G
MG
Biodynamics Institute, Louisiana State University, Baton Rouge 70803-1800.
Squadrito
G L
GL
Pryor
W A
WA
D000438:Alcohols / Q000494:pharmacology*; D006868:Hydrolysis; D007700:Kinetics; D008081:Liposomes; D010126:Ozone; D010545:Peroxides / Q000494:pharmacology*; D010713:Phosphatidylcholines; D010741:Phospholipases A / Q000187:drug effects / Q000378:metabolism*; D054467:Phospholipases A2
D000438:Alcohols; D008081:Liposomes; D010545:Peroxides; D010713:Phosphatidylcholines; C089106:bis(1-hydroxyheptyl)peroxide; D010126:Ozone; C089107:1-hydroxy-1-hydroperoxyheptane; D010741:Phospholipases A; D054467:Phospholipases A2; C028694:1-palmitoyl-2-oleoylphosphatidylcholine