Résumé : Phosphates and phosphorylated compounds play crucial roles in many biological processes, such as energy transfer in metabolism and enzymatic activity.[1] Due to their anionic and highly hydrophilic nature, they cannot spontaneously diffuse through cell membranes or lipid bilayers. At the cellular level, transport proteins are essential for moving various charged molecules across cell membranes.[2] Despite the biological relevance of phosphate and phosphate esters, very few reports on their transport by synthetic systems exist. Until recently, no anionophores for inorganic phosphate had been developed. We were the first to demonstrate transport of strongly hydrated H2PO4− across the lipid bilayer by using synthetic anionophore, based on a strapped calix[4]pyrrole scaffold.[3] Here we report a systematic study on the transport of phosphate esters and phosphates by various anionophores.[4] The transport of these phosphates into liposomes was monitored by fluorescence spectroscopy and 31P NMR spectroscopy. In this study we show that transmembrane transport of highly hydrated inorganic phosphate requires a pre-organized molecular framework with multiple hydrogen-bonding sites, whereas simpler carriers can be more effective for less hydrated and more lipophilic phosphate esters.