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Well-Defined DNA-Mimic Brush Polymers Bearing Adenine Moieties: Synthesis, Layer-by-Layer Self-Assembly, and Biocompatibility

Year: 2011

Journal: Biomacromolecules 2011, 12 (7) pp 2822-2833, 20121211

Authors: Jin Chul Kim, Jungwoon Jung, Yecheol Rho, Mihee Kim, Wonsang Kwon, Heesoo Kim, Ik Jung Kim, Jung Ran Kim, and Moonhor Ree

Organizations: Department of Chemistry, Division of Advanced Materials Science, Center for Electro-Photo Behaviors in Advanced Molecular Systems, Pohang Accelerator Laboratory, Polymer Research Institute, and BK School of Molecular Science, Pohang University of Science and Technology, Pohang 790-784, Republic of Korea; Department of Microbiology, Department of Pathology, and Dongguk Medical Institute, Dongguk University College of Medicine, Gyeongju 780-714, Republic of Korea

Two new DNA-mimicking brush polymers were synthesized: poly[oxy(11-(3-(9-adeninyl)propionato)-undecanyl-1-thiomethyl)ethylene] (PECH-AP) and poly[oxy(11-(5-(9-adenylethyloxy)-4-oxopentanoato)undecanyl-1-thiomethyl)ethylene] (PECH-AS). These polymers were found to be thermally stable up to 220 °C and could be applied easily by conventional coating processes to produce good quality films. Interestingly, both brush polymers formed molecular multibilayer structures to provide an adenine-rich surface. Despite the structural similarities, PECH-AS surprisingly exhibited higher hydrophilicity and better water sorption properties than PECH-AP. These differences were attributed to the chemical structures in the bristles of the polymers. The adenine-rich surfaces of the polymer films demonstrated selective protein adsorption, suppressed bacterial adherence, facilitated HEp-2 cell adhesion, and exhibited good biocompatibility in mice. However, the high hydrophilicity and good water sorption characteristics of the PECH-AS film suggest that this brush polymer is better suited to applications requiring good biocompatibility and reduced chance of bacterial infection compared with the PECH-AP film.