Magnesium and calcium ions transport by synthetic analogues of teichoic acids with 1,2‐ and 1,3‐linked phosphodiester units

Abstract

2-Ethylhexylpoly(trimethylene 1,3-phosphate) (3). poly(l,2-glycerol phosphate) (1) and poly-(l-acetoxy-2,3-glycerol phosphate) (2) were synthesized and used as synthetic analogues of teichoic acids. Their properties as a carrier of magnesium and calcium ions were examined in the competitive exchange diffusion process with the countertransport of hydrogen or sodium ions. It turned out that polymers with 1,2-glycerol phosphate units (1,2) exhibit lower ability to transport preferentially magnesium ions than poly(l,3-alkylene phosphate+ (3). In all cases the efficiency of polyphosphates in preferential transport of magnesium ions is higher when transport is coupled with proton counterflow. 0 1990, Hitthig & Wepf Verlag, Basel CCC 0025-1 16X/90/$03.00

Poly(alkylene phosphates): From Synthetic Models of Biomacromolecules and Biomembranes toward Polymer−Inorganic Hybrids (Mimicking Biomineralization)

“…There was a long-lasting discussion related to the responsibility of either 1,2- or 1,3-glycerol phosphate (1,2-PGP and 1,3-PGP) for an active transport of Ca 2+ or Mg 2+ cations to the cell walls. The models prepared throughout our work allowed determination of the corresponding preferences of the 1,2- and 1,3-polymers toward magnesium and calcium cations . The transport phenomena were studied in a simple apparatus with three compartments separated by solid membranes of Nafion .…”

“…Although there was a number of models, analogues, and homologues of these biomacromolecules, those of the simple chains, devoted to, for example, sugars, nucleic acids and bases, or the substituents R in teichoic acids, were not known for a long time. The first simple chains, namely, those shown in Scheme , were prepared in our laboratory using the ring-opening polymerization method. − Then, we elaborated a transesterification method and prepared a number of related poly(alkylene phosphates). , These biorelated polymers were used by ourselves and by others in several areas, as a result of their ability to bind cations and to actively transport cations of biological importance (Mg 2+ , Ca 2+ ) through the biomembranes . Interaction with the cation allowed mimicking the biomineralization processes.…”

Polymers with Esters of Phosphoric Acid Units: From Synthesis, Models of Biopolymers to PolymerInorganic Hybrids

“…As indicated in previous sections, there has been a long‐lasting discussion related to the responsibility of either 1,2‐ or 1,3‐glycerol phosphate for active transport of Ca 2+ or Mg 2+ cations to cell walls. The models prepared throughout our work allowed determination of the corresponding preferences of the 1,2‐ and 1,3‐polymers towards magnesium and calcium cations 69. The transport phenomena were studied in a simple apparatus with three compartments separated by solid membranes of Nafion 70.…”

Bioanalogous polymers with poly(alkylene phosphate) chains

“…In Table 1 The microstructure of the soluble polyaddition products has been studied by 'H, I3C and 3 1 P NMR, confirming the structural features described above. Titration of gels and of the resulting soluble products indicated thatevery macromolecule of the total polymerization degree of [20][21][22][23][24][25] contained not less than 5 branching points, not removed by hydrolysis,…”