title: Synthesis and characterization of ionic charged water soluble arginine-based poly(ester amide).
abstract: A family of water soluble and positively charged L-arginine based poly(ester amide)s (Arg-PEAs) was synthesized and characterized. These biodegradable polymers consist of three nontoxic building blocks: L-arginine, diols, and dicarboxylic acids. The Arg-PEAs were prepared by solution polycondensation reaction of tetra-p-toluenesulfonic acids salts of bis-(L-arginine) α, ω-alkylene diesters and di-p-nitrophenyl esters of dicarboxylic acids. Optimal conditions of the monomers and polymers synthesis were investigated, and the monomers and Arg-PEAs were chemically characterized. Arg-PEAs were found to have good solubility in water and many other polar solvents. Structure-function relationship of the Arg-PEAs revealed that changing the number of methylene groups in the diol or/and diacid segment could finely tune the hydrophobic and cationic properties of the Arg-PEAs. MTT assay showed that all the prepared Arg-PEAs were non-toxic to the cell lines even at very large doses. Arg-PEAs with double bond functionality could be photo-crosslinked with polyethylene glycol diacrylate to form cationic hybrid hydrogels.
authors.affiliation: Department of Biomedical Engineering, Cornell University, Ithaca, NY 14853-4401, USA.
authors.forename: Jun
authors.initials: J
authors.lastname: Wu
authors.forename: Martha A
authors.initials: MA
authors.lastname: Mutschler
authors.forename: Chih-Chang
authors.initials: CC
authors.lastname: Chu
mesh_terms: D000577:Amides / Q000737:chemistry*; D000818:Animals; D001672:Biocompatible Materials / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D004247:DNA / Q000737:chemistry; D020100:Hydrogels / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D007477:Ions; D008956:Models, Chemical; D032389:Myocytes, Smooth Muscle / Q000166:cytology; D011091:Polyesters / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry; D051381:Rats; D012995:Solubility; D012997:Solvents / Q000737:chemistry; D013778:Tetrazolium Salts / Q000494:pharmacology; D013844:Thiazoles / Q000494:pharmacology; D014162:Transfection; D014867:Water / Q000737:chemistry*
chemical_list: D000577:Amides; D001672:Biocompatible Materials; D002264:Carboxylic Acids; D020100:Hydrogels; D007477:Ions; D011091:Polyesters; D011108:Polymers; D012997:Solvents; D013778:Tetrazolium Salts; D013844:Thiazoles; D014867:Water; D004247:DNA; C022616:thiazolyl blue