Fractionation of hydrogen isotopes during phytol biosynthesis

Deuterium (D) depletion in phytol relative to ambient water as well as other lipids has been widely observed in various biological and geological samples; however, the mechanism for the depletion remains unknown. We have determined the hydrogen isotopic compositions of phytol and its precursors in cucumber cotyledons and have evaluated the fractionation of hydrogen isotopes during phytol biosynthesis. The hydrogen isotopic compositions of geranylgeraniol, dihydrogeranylgeraniol, tetrahydrogeranylgeraniol and phytol are −281‰, −302‰, −325‰ and −345‰, respectively. The results suggest that significantly D-depleted hydrogen is incorporated stepwise during hydrogenation of geranylgeraniol to phytol. We conclude that hydrogenation is important in controlling D depletion in phytol.