Synthesis of glycophospholipid and peptide-phospholipid conjugates and uses thereof

A liposome comprising a glycophospholipid or a peptide-phospholipid conjugate, having a phospholipid moiety and a saccharide or peptide moiety joined by a diether linkage comprising a secondary or tertiary amine, said conjugate having the formula

• wherein
• R1 and R2 are independently selected from the group comprising straight or branched, unsubstituted or substituted, saturated or unsaturated acyl, alkyl, alkenyl, alkynyl and aryl groups;
• Y is a cation;
• X is a secondary or tertiary amine linker, comprising two to twenty carbon atoms, wherein a substituent group of the amine is selected independently from a group comprising a hydrogen, a straight or branched, unsubstituted or substituted alkyl, alkenyl, alkynyl and aryl groups;
• and
• Z is a saccharide, a peptide or a functionalized derivative thereof.

A method for producing a glycophospholipid or peptide-phospholipid conjugate having a phospholipid moiety and a saccharide or peptide moiety joined by a diether linkage comprising a secondary or tertiary amine, said conjugate having the formula

• wherein
• R1 and R2 are independently selected from the group comprising straight or branched, unsubstituted or substituted, saturated or unsaturated acyl, alkyl, alkenyl, alkynyl and aryl groups;
• Y is a cation;
• X is a secondary or tertiary amine linker, comprising two to twenty carbon atoms, wherein a substituent group of the amine is selected independently from a group comprising a hydrogen, a straight or branched, unsubstituted or substituted alkyl, alkenyl, alkynyl and aryl groups;
• and
• Z is a saccharide, a peptide or a functionalized derivative thereof;
• said method comprising the step of combining a phospholipid nitrogenous base with an aldehyde-functionalized saccharide or peptide derivative under conditions sufficient to form said glycophospholipid or peptide-phospholipid conjugate.