A lipid represented by the formula: embedded image

wherein each of R1 and R2 is an alkyl or alkenyl chain having between about 8 to about 24 carbon atoms; n=0-20; L is selected from the group consisting of (i) —X—(CO)—Y—, (ii) —X—(CO)—, and (iii) —X—CH2—, wherein X and Y are independently selected from oxygen, NH, and a direct bond; and Z is a weakly basic moiety that has a pK of less than about 7.4 and greater than about 4.0 is described.

 
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