Fig. 4.
Chiral-phase HPLC analysis of 4-HNE derived from the di-endoperoxide. The 4-HNE derived from the di-endoperoxide (A) and a racemic standard (B) were derivatized with methoxyamine hydrochloride and analyzed by chiral phase HPLC using a Chiralpak AD column as described in Experimental Procedures. The elution order of the 4-HNE enantiomers on the chiral column had been established previously using CD spectroscopy of the methoxime derivatives (11).