Phosphocholine-substituted 5,10,15,20-tetraphenylporphyrinatoiron(II): oxygen carrier under physiological conditions

Abstract

A novel and amphiphilic 5,10,15,20-tetraphenylporphyrinatoiron complex substituted with phosphocholine groups, 5,10,15,20-tetra{α,α,α,α-o-[2′,2′-dimethyl-20′-(2″-trimethylammonioethyl phosphonatoxy)eicosanamido]phenyl}porphyrinatoiron(II)(lipid-heme), has been synthesized. The lipid-heme formed a stable liposome with a phospholipid. The liposomal lipid-heme reversibly bound oxygen in neutral aqueous media at 37 °C, and its oxygen-binding rate and affinity were similar to those of red blood cells.