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1,6-heptadiynes based cyclopolymerization functionalized with mannose by post polymer modification for protein

Pawan Kumar1, Pintu Kanjilal1, Rituparna Das2

  • 1Polymer Research Centre, Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur Campus, Nadia, West Bengal, 741246, India.

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Summary

This study synthesized a mannose-containing glycopolymer for biomedical uses. The novel glycopolymer demonstrated self-assembly and biocompatibility, showing potential in drug delivery and diagnostics.

Keywords:
Cell viabilityConcanavalin A (Con A)CyclopolymerizationGlycosidic cluster effectLectin

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Area of Science:

  • Polymer Chemistry
  • Carbohydrate Chemistry
  • Biomaterials Science

Background:

  • Glycopolymers are polymers functionalized with carbohydrates, attracting significant interest for biomedical applications due to their specific biological interactions.
  • Mannose-containing glycopolymers are particularly relevant for targeting mannose-binding lectins, which play roles in various biological processes.

Purpose of the Study:

  • To synthesize a novel mannose-containing glycopolymer using controlled polymerization techniques.
  • To characterize the synthesized glycopolymer and investigate its self-assembly behavior.
  • To evaluate the potential biomedical applications of the glycopolymer, including its interaction with lectins and in vitro cytotoxicity.

Main Methods:

  • Synthesis of the mannose-containing glycopolymer via cyclopolymerization of a malonic acid derivative using Hoveyda Grubbs' catalyst.
  • Post-polymerization modification to introduce a propargyl moiety, followed by azide-alkyne click chemistry for functionalization with 2-azidoethyl mannoside.
  • Characterization using NMR, FT-IR, mass spectroscopy, and advanced polymer chromatography.
  • Morphological analysis using SEM and TEM, and assessment of aggregation induced fluorescence upon interaction with Concanavalin A (Con A).
  • In vitro cytotoxicity studies on MCF-7 cell lines.

Main Results:

  • Successful synthesis and characterization of the target mannose-containing glycopolymer.
  • The glycopolymer exhibited self-assembly into distinct morphologies (capsules in water, spheres in DMSO).
  • Demonstrated aggregation induced fluorescence upon interaction with Con A, indicating lectin-binding capability.
  • Exhibited excellent biocompatibility, with 90% cell viability observed on MCF-7 cells up to 500 μg/mL concentration.

Conclusions:

  • A novel mannose-containing glycopolymer was efficiently synthesized and characterized.
  • The glycopolymer displays tunable self-assembly properties and specific lectin-binding interactions.
  • The observed biocompatibility and lectin-binding suggest potential applications in targeted drug delivery and diagnostics.