Phosphatidyl lipids

Other alternatives are the lyso-phosphatidylglycerol derivatives in which one of the fatty acid chains coupled to glycerol have been removed. Unfortunately, the phosphatidyl lipids are not available in fully deuterated form, and hence certain regions of the proton spectra will be covered by the glycerol protons. 

Table 1.7 Examples of the classification of a-phosphatidyl lipids. Common names are given in brackets...

The a-phosphatidyl lipids are further subdivided according to the nature of their R2 residues (Table 1.7). The R2 groups of plasmalogens and ether phospholipids are similar to the R2 groups of the phosphatidyl lipids, whilst the sphingomyelins have a choline residue. 

The total synthesis of 15-F2-isoprostanyl phosphatidylethanolamine (43) and ent-15-e/w-F2-isoprostanyl phosphatidylcholine (44) was accomplished via a convergent strategy by an esterification of a protected isoprostane and a phosphatidyl lipid fragment. ... 

Phosphatidylcholine is an important component of cell membranes but cell mem branes are more than simply lipid bilayers Although their composition varies with their source a typical membrane contains about equal amounts of lipid and protein and the amount of cholesterol m the lipid fraction can approximate that of phosphatidylcholine The lipid fraction is responsible for the structure of the membrane Phosphatidyl choline provides the bilayer that is the barrier between what is inside the cell and what IS outside Cholesterol intermingles with the phosphatidylcholine to confer an extra measure of rigidity to the membrane... 

In studies with specific phospholipases the asymmetry in the composition of the lipid bilayer was also suggested [102,162]. The requirement of specific phospholipids, which are essential for enzyme activity, however, has not been established. For example, Saccomani et al. [102] demonstrated that readdition of various phospholipids, after phospholipase A2 treatment, results in a restoration of the K -ATPase activity. On the other hand, Nandi et al. [161] observed a restoration of the K -ATPase activity with addition of phosphatidylcholine and not with phosphatidyl-... 

The correct ratio of lipid constituents is important to form stable liposomes. For instance, a reliable liposomal composition for encapsulating aqueous substances may contain molar ratios of lecithin cholesterol negatively charged phospholipid (e.g., phosphatidyl glycerol (PG)) of 0.9 1 0.1. A composition that is typical when an activated phosphatidylethanolamine (PE) derivative is included may contain molar ratios of phosphatidylcholine (PC) cholesterol PG derivatized PE of 8 10 1 1. Another typical composition using a maleimide derivative of PE without PG is PC male-imide-PE cholesterol of 85 15 50 (Friede et al., 1993). In general, to maintain membrane stability, the PE derivative should not exceed a concentration ratio of about l-10mol PE per lOOmol of total lipid. 

The other activity associated with transmembrane receptors is phospholipase C. Phosphatidyl inositol is a membrane phospholipid that after phosphorylation on the head group is found in the membrane as a phos-photidylinostitol bis phosphate. Phospholipase C cleaves this into a membrane associated diacylglycerol (the lipid part) and inositol trisphosphate (IP3, the soluble part). Both play a later role in elevating the level of the second messenger, Ca2+. 

Membrane associations can occur by selective protein binding to lipid head groups. One example is spectrin, which binds to phosphatidylinositol-4,5-bisphosphate by means of a pleckstrin-homology (PH) domain [5] (Fig. 2-5). and also to phosphatidyl serine [6] (Fig. 2-6). 

Crowe and Crowe [3.39] proved that it is sufficient for certain liposomes, e. g. egg phosphatidyl-choline (DPPC), to be vitrified by trehalose or dextran during freezing and freeze drying. In trehalose the retention rate was almost 100 %, and in dextran more than 80 %. This did not apply to egg PC-liposomes Dextran as CPA alone led to an almost total loss of the CF-indicator, but addition of dextran into a trehalose solution (Fig. 3.20) also reduced the retention rate of CF substantially, e. g. from 90 % in a pure trehalose to approx. 45 % if trehalose and dextran were in equal amounts in the solution. Since T of dextran is approx. -10 °C and Tg- of trehalose is -30 to -32 °C, dextran should form a glass phase at much higher temperatures than trehalose. Therefore the stabilization of egg- PC with trehalose cannot be related with the vitrification. Crowe showd with IR spectroscopy that egg-PC freeze dried with 2 g trehalose/g lipid had almost the identical spectrographic characteristics as the hydrous lipid Trehalose molecules replaced the water molecules, and hydrogen... 

Figure 7. Lipophilicity profile of propranolol in liposomes composed of zwitterionic and charged lipids (phosphatidyl ethanolamine (PE), oleic acid (OA), phosphatidyl inositol (PI)). Conditions of measurements are described in [113]. The dotted line indicates the partitioning profile of propranolol in the egg PC liposome system. The bars show the pH-dependent charge profile of propranolol (hatched bars positively charged propranolol) and the lipids in the membrane (black bars negatively charged lipids). Reprinted from [113] Kramer, S. (2001). Liposome/water partitioning , In Pharmacokinetic Optimization in Drug Research, eds. Testa, B. et al. Reproduced by permission of Verlag Helvetica Chimica Acta, Zurich...

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