L-α-phosphatidylcholine (egg) - CAS 97281-44-2

Conventional cryopreservation methods induce chemical and mechanical damage to the sperm membranes. The cryoprotectant potential of phospholipids of vegetal origin as soybean lecithin has been investigated as a substitute for egg yolk in diluents used for the cryopreservation of human spermatozoa. Therefore, the objective of this study was comparing the efficacy of a synthetic cryoprotectant supplemented with L-α-phosphatidylcholine (PC) and L-acetyl-carnitine (ANTIOX-PC) and the standard egg-based TEST-yolk buffer (TYB) in preserving sperm motility and chromatin quality in cryopreserved semen samples. Prospective experimental study in which semen samples from 63 men with normal sperm motility and 58 men with low sperm motility were included and analyzed both before and after cryopreservation using ANTIOX-PC or TYB freezing media. Sperm quality was evaluated by routine semen analysis and DNA fragmentation index using the Terminal deoxynucleotidyl transferase dUTP nick end labeling assay. Differences in the post-thaw progressive motility and DNA fragmentation index were not detected between TYB and ANTIOX-PC cryoprotectants in both normal and low sperm motility groups (P>0.05). However, ANTIOX-PC medium retained higher non-progressive motility and lower percentage of immotile sperm when compared to TYB medium, resulting in a greater total motile sperm count (P<0.05), regardless baseline values of motility characteristic of the normospermic or asthenozoospermic samples. ANTIOX-PC medium was effective to protect human sperm during a freeze-thaw cycle compared to the TYB medium. A clinically relevant advantage in better preserving kinetic parameters as higher total motility and lower immotile post-thawed sperm from ANTIOX-PC, in normal and low motility semen samples, demonstrated the positive impact of phospholipid and antioxidant treatment on sperm cryotolerance with high potential for egg yolk lipids replacement and biosafety.

The cell membrane is structured so that the surface layer is composed of lipid molecules with selective permeability for micronutrients and organic ligands. Binding of Co (II) to natural lipid phosphatidylcholine (PC) has been studied to identify a possible mechanism of Co (II) entry through the cell membrane of the biota in detail, by voltammetry followed by checking the system at the air-water boundary, by Langmuir method. Binding of cobalt (II) ions to the PC molecules was enabled by the Co(II)-1,10-Phenanthroline (Phen) complex formation as an intermediate. Co(II)-Phen-PC complex reduction was recorded in the pH range from 5 to 9.5. The reduction was identified as a two-electron irreversible reaction at about -1.5 V, with the reactant adsorption followed dissociation (EC mechanism). The Co(II)-Phen-PC complex electrode surface concentration (Γ) was calculated to be (1.45 ± 0.12) × 10-10 mol.cm-2. Conditional stability constants log KCo(II)Phen2PC = 23.02 ± 0.26 and log KCo(II)Phen2PC2 = 29.31 ± 0.17 (Ic = 0.55) were calculated by CLE/ACSV method. Pressure-area (π-A) isotherms obtained at water-air interface by Langmuir monolayer technique indicated penetration of Co(II)-Phen into the PC monolayer, supporting electrochemical results. The equilibrium constants of the Co (II)-PC system (1: 1) at the air-water interface was calculated to be K1 = 2.4 × 10-2 m3 mol-1, while for Co(II)-Phen-PC K2 = 4.86 × 1010 m2 mol-1.

Novel hydrogel@liposome particles were prepared by pH-triggered molecular gel formation inside of liposomes loaded with a low-molecular weight gelator derived from l-valine (1). Liposome formation was carried out using l-α-phosphatidylcholine (PC) and cholesterol as components of the lipid bilayer. Molecular hydrogelator 1 and pyranine, a ratiometric fluorescent pH probe, were entrapped in the liposomes at pH 9 and posterior acidification with d-glucono-1,5-lactone to pH 5-6 provoked intraliposomal gel formation. Removal of the lipid bilayer with sodium dodecyl sulfate yielded naked nanogel particles. The systems were characterized by transmission electron microscopy and dynamic light scattering. The hydrogel@liposomes were loaded with doxorubicin, showing a similar release than that observed for liposomes. The hybrid particles described here are the first case of nonpolymeric hydrogel@liposome systems reported. This type of nanocarriers merges the benefits of liposomal vehicles with the inherent stimuli responsiveness and enhanced biocompatibility of hydrogels formed by low-molecular weight molecules, foretelling a potential use in environmentally sensitive drug release.