Figure 4.
Selection of 2-amino alcohols in the ring opening of G>P. (a) Reactions of G>P (50 mM) with amino alcohols (500 mM, with different spacers) in H2O, pH 9.5, 40 °C, provide GPXs. (b) Proposed pathway by which an amino alcohol catalyzes its addition to G>P, with the amine group serving as the general base. (c) Graph showing the % yields of GPXs formed vs time in reactions described in (a). GPEs (n = 2) form more efficiently than GPPs (n = 3) and GPBs (n = 4). No phosphodiester products were formed on reaction of G>P with PeA (n = 4).