Amadori-glycated phosphatidylethanolamine enhances the physical stability and selective targeting ability of liposomes

Abstract

Liposomes consisting of 100% phosphatidylcholine exhibit poor membrane fusion, cellular uptake and selective targeting capacities. To overcome these limitations, we used Amadori-glycated phosphatidylethanolamine, which is universally present in animals and commonly consumed in foods. We found that liposomes containing Amadori-glycated phosphatidylethanolamine exhibited significantly reduced negative membrane potential and demonstrated high cellular uptake.

Mannosyl, glucosyl or galactosyl liposomes to improve resveratrol efficacy against Methicillin Resistant Staphylococcus aureus biofilm

“…1), with respect to DOPC/Chol liposomes. This effect was already reported for other glycosylated liposomes formulated with different natural lipids like EPC [31] or DPPC-PE mixtures [32] and it is more or less similar to what is observed by adding the unsaturated lipid DOPC, characterized by a larger headgroup area per lipid, to DPPC liposomes [33].…”

Synthesis, Purification, and Mass Spectrometric Characterization of Stable Isotope-Labeled Amadori-Glycated Phospholipids

“…However, these methods are not well suited for preparing stable-isotope-labeled standards, in that either a complex process of six steps is used , or synthesis is carried out in methanol (MeOH) phosphate buffer (PB) medium, which requires a long reaction time (15 days) and a high amount of glucose (500 mM), , the latter is prohibitive for isotope-labeled Amadori compound synthesis due to the high cost of [ 13 C 6 ]­glucose. A revised method using MeOH medium was also reported for the synthesis of Amadori-PE, − which requires a shorter reaction time (12 h) and less amount of glucose (100 mM). In spite of the methods mentioned above, no data are available about how yields change under various conditions, such as temperature, reaction duration, the ratio of reactants, and reaction medium.…”

Reactive Oxygen Species-Responsive Liposomes via Boronate-Caged Phosphatidylethanolamine

“…When negatively charged lipid 1 decomposes into zwitterionic DOPE, one might expect the ZP value to change more than we observed here. However, several groups have reported that DOPE liposomes exhibit surpris- ingly negative surface charges compared to PC liposomes, 62,63 indicating ZP measurements may not be an ideal method to probe changes in this case. This may be exacerbated by the unusual electronics of the boronate moiety of lipid 1.…”