The biosynthesis of C55 polyprenols by a cell-free preparation of Lactobacillus plantarum

A cell-free supernatant of lysates of Lactobacillus plantarum catalyses the synthesis of lipids from [2-¹⁴C]mevalonate. Of the added mevalonate, 7.5% is incorporated into lipids, which were fractionated into five components. About 4% of the radioactivity in these lipids co-chromatographs with compounds shown by mass spectrometry, n.m.r. and i.r. spectroscopy to be C₅₅ polyprenols, and about 2% co-chromatographs with a hexamer. The rest of the radioactivity is in more complex fractions. Analysis by mass spectrometry, n.m.r. and i.r. spectroscopy shows that the major C₅₅ polyprenol is undecaprenol, accompanied by an isomer containing one reduced isoprene unit. A Kuhn–Roth degradation of [¹⁴C]polyprenols indicates that the supernatant catalyses synthesis of these compounds de novo.