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Polypeptide-b-Poly(Phenyl Isocyanide) Hybrid Rod-Rod Copolymers: One-Pot Synthesis, Self-Assembly, and Cell Imaging.

Sheng-Yu Shi1, Ya-Guang He1, Wei-Wei Chen2

  • 1Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology and Anhui Key Laboratory of Advanced Functional Materials and Devices, Hefei, 230009, China.

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|June 23, 2015
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Summary

Chiral hybrid block copolymers with controlled helicity were synthesized. These biocompatible polymers self-assemble into helical structures and chiral micelles, enabling selective encapsulation and cellular uptake of dyes for biomedical applications.

Keywords:
cell imagingchiralityhelixpoly(phenyl isocyanide)self-assembly

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Area of Science:

  • Polymer Chemistry
  • Materials Science
  • Biotechnology

Background:

  • Developing novel hybrid block copolymers with controlled chirality is crucial for advanced materials.
  • Chiral polymers offer unique properties for self-assembly and biomedical applications.

Purpose of the Study:

  • To synthesize hybrid rod-rod diblock copolymers with determined chirality.
  • To investigate the self-assembly behavior and potential biomedical applications of these copolymers.

Main Methods:

  • Sequential copolymerization of γ-benzyl-L-glutamate N-carboxyanhydride (BLG-NCA) and chiral menthyl pendant-bearing phenyl isocyanide monomers using a Ni(cod)(bpy) catalyst.
  • Characterization using Circular Dichroism (CD), absorption spectra, and Transmission Electron Microscopy (TEM).
  • Deprotection of benzyl groups to form amphiphilic copolymers and subsequent self-assembly into micelles for dye encapsulation.

Main Results:

  • Facile synthesis of chiral hybrid rod-rod diblock copolymers (PBLG-PPI) in one-pot.
  • Demonstrated stable helical conformation and controlled helicity in each block.
  • Self-assembly into diastereomeric helical nanofibrils with opposite handedness.
  • Formation of well-defined micelles from biocompatible amphiphilic diblock copolymers (PLGA-PPI).
  • Selective encapsulation of chiral rhodamine dyes into chiral polymeric micelles.
  • Efficient cellular internalization of encapsulated dyes observed via confocal microscopy.

Conclusions:

  • Successful development of novel rod-rod biocompatible hybrid block copolymers with tunable helicity.
  • Demonstrated potential for creating chiral polymeric micelles for selective dye encapsulation.
  • Highlights the utility of these chiral materials for potential bio-medical applications, including targeted drug delivery and imaging.