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Pyridylhydrazone-based PEGylation for pH-reversible lipopolyplex shielding.

Yu Nie1, Michael Günther, Zhongwei Gu

  • 1Center for Drug Research, Department of Pharmacy, Pharmaceutical Biology-Biotechnology, Ludwig-Maximilians-University, Munich, Germany.

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|October 30, 2010
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Summary

Reversible PEGylation shields DNA lipopolyplexes, enhancing gene delivery. This pH-cleavable shield releases the therapeutic agent intracellularly, significantly boosting transfection efficiency compared to stable shields.

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Area of Science:

  • Biotechnology and Biomedical Engineering
  • Drug Delivery Systems
  • Gene Therapy

Background:

  • PEGylation is crucial for drug delivery, offering surface shielding that can be reversed upon reaching target cells.
  • Developing bioreversible shielding for DNA lipopolyplexes is key to improving therapeutic agent delivery.
  • Endosomal pH-cleavable linkers are essential for controlled release of nucleic acids within target cells.

Purpose of the Study:

  • To synthesize and characterize a novel bifunctional, endosomal pH-cleavable reagent, OPSS-PEG-HZN-Chol, for bioreversible surface shielding of DNA lipopolyplexes.
  • To evaluate the stability and pH-responsiveness of PEGylated lipopolyplexes.
  • To assess the impact of reversible PEGylation on gene transfection efficiency and cellular uptake.

Main Methods:

  • Synthesis of OPSS-PEG-HZN-Chol and its stable analog OPSS-PEG-Chol.
  • Formation and characterization of micelles and lipopolyplexes using size exclusion chromatography, dynamic light scattering, and zeta potential measurements.
  • In vitro transfection assays with luciferase and EGFP plasmids, cellular association, and uptake studies using flow cytometry and confocal microscopy.

Main Results:

  • OPSS-PEG-HZN-Chol micelles demonstrated pH-dependent destruction at endosomal pH 5.4, unlike stable OPSS-PEG-Chol micelles.
  • Reversibly PEGylated lipopolyplexes showed enhanced stability at physiological pH and increased particle size at pH 5.4.
  • A significant up to 40-fold enhancement in gene expression was observed with reversibly PEGylated lipopolyplexes compared to stably PEGylated ones.
  • Incorporation of a transferrin receptor-targeting ligand further improved transfection efficiency in tumor cells.
  • Intracellular deshielding was confirmed for the pH-reversible HZN lipopolyplexes.

Conclusions:

  • The synthesized pH-cleavable reagent enables bioreversible PEGylation of DNA lipopolyplexes, crucial for targeted drug delivery.
  • Reversible PEGylation significantly enhances gene delivery efficiency by facilitating intracellular release of the therapeutic payload.
  • This strategy holds promise for developing advanced gene therapy vectors with improved efficacy and targeting capabilities.