Functionalized Micellar Assemblies Prepared via Block Copolymers Synthesized by Living Free Radical Polymerization upon Peptide-Loaded Resins

Abstract

Hybrid peptidic-synthetic amphiphilic block copolymers, synthesized by living free radical polymerization (LFRP) on solid support, have been utilized as precursors for nanoscale materials possessing bio-available peptides. LFRP initiators, coupled to the peptide terminus upon the resin, facilitated the growth of homo- and block copolymers via nitroxide mediated radical polymerization (NMRP) or atom transfer radical polymerization (ATRP). Herein, the versatile solid-support synthesis of the antimicrobial peptide tritrpticin, coupling of living free radical polymerization initiators to the peptide-loaded resin, and the controlled radical polymerization of various monomers to yield amphiphilic diblock copolymers are described. Assembly of the peptidic-synthetic block copolymers into micelles and a preliminary assessment of their in vitro biological properties are detailed.

Well‐defined poly(oxazoline)‐b‐poly(acrylate) amphiphilic copolymers: From synthesis by polymer–polymer coupling to self‐organization in water

“…[25][26][27][28][29][30] On the other hand, hydrophobic P(t-BA) can be easily functionalized by trans-esterification 31 or converted into biocompatible hydrophilic poly(acrylic acid). 32 The P(MOx) and P(t-BA) building blocks were synthesized by CROP and ATRP processes, respectively. The alkyne and azide terminal functionalizations were carefully characterized by MALDI-Tof spectroscopy and polymer-polymer coupling was then achieved using Huisgen's cycloaddition reaction.…”

Cationic Antimicrobial Peptides

“…and TP derivatized amphiphilic block copolymers [113]. Inhibition of a biofilm culture of Pseudomonas aeruginosa, or other oral pathogens, by the human host defense peptide LL-37 or a peptide mimictic based on the structure of MG 2 are examples of this application [114,115].…”

Well-defined Cationic Shell Crosslinked Nanoparticles for Efficient Delivery of DNA or Peptide Nucleic Acids

“…The viral HIV-I Tat protein transduction domain (PTD) sequence, YGRKKRRQRRR, was coupled onto the SCKs and was shown to then provide for cell transduction (21). Advanced synthetic methodologies were developed (22)(23)(24) and rigorous characterization studies were performed to determine the amount of PTD that was required to effect cell entry while maintaining biocompatibility (25). The role of nanoparticle shape was also explored, and it was found that small spherical particles entered cells to a greater extent than did elongated cylindrical particles (26).…”