A novel type of pseudo-poly(amino acids) (PPAAs) based on oligomeric glycols and glutamic acid derivatives has been synthesized and characterized. Using of N-Boc-glutamic acid along with hydrophobic N-lauroyl-glutamic acid for the PPAA synthesis results in amphiphilic PPAA oligomers after Boc removal. The polyester type of backbone provides degradability of PPAAs, whereas deprotected protonable amino groups can serve for further DNA complexation. Hydrophilic-lipophilic balance of the synthesized PPAAs can be easily adjusted by N-Boc-glutamic acid to N-lauroyl-glutamic acid ratio and the length of poly(ethylene glycol) or poly(propylene glycol) oligomers. Obtained PPAAs were purified by precipitation, and characterized by NMR, FTIR, GPC, and acid-base titration.Novel biomacromolecules can be considered as bioresorbable materials suitable for DNA complexation and gene delivery.

Poly(ethylene glycol) and poly(propylene glycol)-containing pseudo-poly(amino acids) for DNA complexation and gene delivery

247th National Meeting (2014)

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