초록 |
The biocompatible tadpole-shaped polypeptide with one cyclic polypeptide ring and two chain tails were synthesized by N-heterocyclic carbene (NHC)-mediated ring-opening polymerization (ROP) of α-amino acid N-carboxyanhydrides (NCAs). First, the NHC precursor, with two chains at the nitrogen was prepared by a simple anion metathesis of imidazole(in)ium chlorides with KHCO3. Then NHC releasing from the [NHC(H)][HCO3] directly initiated the ROP of NCA to produce the cyclic polypeptide. Finally, the tadpole-shaped polypeptide with two regulable tails were obtained. The target polypeptides were characterized by nuclear magnetic resonance spectrum, fourier transform infrared spectroscopy, gel permeation chromatography and matrix-assisted laser desorption ionization-time of flight mass spectra. This pioneering approach simplify the synthesis procedures of tadpole-shaped polypeptide compared to other methods which usually requires specific intramolecular ring-closure reaction. |