Molecular bottlebrushes with polypeptide backbone prepared via ring-opening polymerization of NCA and ATRP

Macromol Rapid Commun. 2012 Feb 27;33(4):287-95. doi: 10.1002/marc.201100649. Epub 2011 Dec 5.

Abstract

A new type of molecular bottlebrush with poly-L-lysine (PLL) as backbone was synthesized via ROP followed by ATRP. A Nϵ-bromoisobutyryl functionalized Nα-CBZ-L-lysine was firstly synthesized and converted in polymerizable α-amino acid N-carboxyanhydride (NCA), which was then polymerized using Ni(0) transition metal complex to give well-defined bromo-functionalized homopolypeptide (PBrLL), from which we prepared two types of polypeptide bottlebrushes with polystyrene and poly(oligoethylene glycol methacrylate) as side-chains. PBrLL macroinitiator was demonstrated to have high initiation efficiency for ATRP, which allowed good control over side-chain length. CD and FTIR characterization revealed that both PBrLL macroinitiator and PLL backbone of bottlebrushes adopted α-helical conformation in appropriate solvents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anhydrides / chemistry*
  • Methacrylates / chemistry
  • Peptides / chemical synthesis*
  • Peptides / chemistry*
  • Polylysine / chemical synthesis
  • Polylysine / chemistry*
  • Polymerization
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Anhydrides
  • Methacrylates
  • Peptides
  • Polymers
  • Polylysine
  • hydroxyethyl methacrylate