One-step preparation and pH-tunable self-aggregation of amphoteric aliphatic polycarbonates bearing plenty of amine and carboxyl groups

Macromol Biosci. 2012 Dec;12(12):1689-96. doi: 10.1002/mabi.201200295. Epub 2012 Oct 17.

Abstract

This paper reports a novel amphoteric aliphatic polycarbonate bearing both amine and carboxyl groups. In the absence of protection-deprotection chemistry, the multi-functionalized copolymer is synthesized by one-step enzymatic copolymerization. The influences of the reaction conditions including monomer feed ratio and polymerization time are explored. The simultaneous incorporation of amine and carboxyl functionalities provides the copolymer with a pH-tunable self-aggregation feature, leading to various aggregation states including precipitated agglomerate, well-dispersed positively or negatively charged nanoparticles in a controlled manner. The copolymer displays minimal cytotoxicity to 293T and HeLa cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry
  • Biocompatible Materials*
  • Biosynthetic Pathways / physiology*
  • Buffers
  • Carbon Dioxide / chemistry
  • Carbonates / chemistry*
  • Drug Delivery Systems / methods
  • HEK293 Cells
  • HeLa Cells
  • Humans
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Polymers / chemistry*

Substances

  • Amines
  • Biocompatible Materials
  • Buffers
  • Carbonates
  • Polymers
  • Carbon Dioxide
  • carboxyl radical