Enantiomer separations of mixtures of monoacylglycerol derivatives by HPLC on a chiral column

Abstract High‐performance liquid chromatographic separations of monoacylglycerol enantiomeric mixtures as their di‐3,5‐dinitrophenylurethane derivatives were carried out on a chiral stationary phase, N‐( R )‐1‐(α‐naphthyl)ethylaminocarbonyl‐( S )‐valine bonded to silica gel. The conditions for the quantitative analysis of sn ‐1 and sn ‐3 enantiomeric mixtures of six saturated 1‐monoacylglycerols having consecutive even carbon numbers and of sn ‐1 and sn ‐3 enantiomeric mixtures of 1‐stearoyl‐, 1‐oleoyl‐, 1‐linoleoyl‐, and 1‐linolenoyl‐glycerols were obtained. The linear relationships of logarithmic retention volumes against the number of carbons and olefinic bonds for the enantiomer homologous series are discussed, and a new concept of enantiomer separation is presented.