Synthesis and Characterization of Phospholipid Conjugates

p-anisic acid (ANISA) was coupled to sn-glycerol-3-phosphocholine at sn-1 or sn-2 position and two conjugates were obtained: 1-anisoyl-2-palmitoyl-sn-glycero-3-phosphocholine (1-ANISA-2-PA-PC) and 1-palmitoyl-2-anisoyl-sn-glycero-3-phosphocholine (1-PA-2-ANISA-PC). The compounds were originally synthesized at the Department of Chemistry, Wrocław University of Environmental and Life Sciences as described previously [12 (link)]. The structures of the compounds are shown in Figure 1. Three fluorescent probes, Merocyanine 540 (MC540), 6-dodecanoyl-2-dimethylaminonaphthalene (Laurdan) and 1,6-diphenyl-1,3,5-hexatriene (DPH), were purchased from Molecular Probes (Eugene, OR, USA). Lipids 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC, purity 99 %) and sterile filtered water were purchased from Sigma-Aldrich (St. Louis, MO, USA). Chloroform was purchased from POCH (Gliwice, Poland).