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. Author manuscript; available in PMC: 2014 Jul 1.
Published in final edited form as: J Pharm Sci. 2013 Nov 25;103(1):29–52. doi: 10.1002/jps.23773

Table 3.

Attributes of Head and Fatty Acyl (Tail) Groups for Commonly Used Phospholipids

Phospholipid Property Effect on Liposome Membrane and Nanoparticle Characteristics Functional Attributes
Head group
SPH/choline: –(CH2)2–N(CH2)3+ Some surface hydration Neutral charge
Ethanolamine: –(CH2)2–NH3+ Minimal surface hydration Neutral charge
Serine: –CH2–CH(COO)–NH3+ Some surface hydration Negative charge
Glycerol: –CH2–CH(OH)–CH2OH Some surface hydration Negative charge
PEG (ethanolamine): –(CH2)2–NH-PEGa Enhanced surface hydration and steric effect Negative charge
Tail group—fatty acyl chains: R1 and R2 (C14–18 in length)
Increase in the degree of saturation More rigidity; less fluidity Elevated Tc
Increase in the chain length of R1 and R2 Increased thickness of bilayer Elevated Tc
Varying degree of saturation and chain length on R1 and R2 Decreased order of membrane packing Reduced Tc (compared with phospholipid with two identical fatty acyl tails)
a

PEG: –[O–(CH2)2]n–OH.

Tc, lipid-phase transition temperature.