Figure 7 of Govindarajan, Mol Vis 2009; 15:1079-1091.


Figure 7. Schematic representation of phospholipids with different ClogP values, membrane-sequestered IsoPG endoperoxides, and the hydrate of iso[4]LGE2. Previous studies of phospholipid conformations in membranes showed that sn-2 acyl groups whose methyl esters have ClogP of less than 2 protrude into the aqueous phase whereas with ClogP greater than 5, they are buried in the lipid bilayer. IsoPG endoperoxides that are generated have been schematically shown (iso[4]PGH2 and iso[4]LGE2). They remain sequestered in membranes where they slowly rearrange to isoLGs that become hydrated and protrude into the aqueous phase (iso[4]LGE2·H2O) allowing them to react with pyridoxamine or proteins.