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Bismuth-Selenopeptides Combine Potent Bioactivity with Exceptional Kinetic Inertness.

Pritha Ghosh1, Minghao Shang1, Katarina Trajković1

  • 1Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia.

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Bismuth selenopeptides offer enhanced kinetic stability compared to bismuth peptides, showing inertness to chelators and proteins. This advance enables new applications in medicinal chemistry and chemical biology.

Keywords:
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Area of Science:

  • Medicinal Chemistry
  • Chemical Biology
  • Biochemistry

Background:

  • Bismuth peptides and proteins are valuable tools in medicinal chemistry and chemical biology.
  • Bismuth(III) exhibits selective binding to cysteine residues in peptides and proteins.
  • While thermodynamically stable, bismuth complexes can be kinetically labile, limiting applications.

Purpose of the Study:

  • To introduce bismuth selenopeptides as a novel class of bismuth-binding agents.
  • To investigate the kinetic stability of bismuth-selenocysteine interactions compared to bismuth-cysteine interactions.
  • To explore the biological utility of bismuth selenopeptides in complex biological systems.

Main Methods:

  • Synthesized and characterized bismuth selenopeptides and their cysteine analogs.
  • Quantified kinetic stability by comparing dissociation rates in the presence of chelators (EDTA, DTPA) and transferrin.
  • Investigated bismuth binding to human epidermal growth factor (EGF) and its seleno-analog.
  • Utilized structural modeling to assess the impact of bismuth binding on protein fold.

Main Results:

  • Selenocysteine demonstrated significantly higher kinetic stability for bismuth binding than cysteine.
  • Bismuth selenopeptides remained intact in the presence of strong chelators and transferrin.
  • Bismuth selenopeptides were developed to selectively bind and inhibit target proteins.
  • Two bismuth atoms bound to EGF and seleno-EGF, with bismuth seleno-EGF preserving its native fold.

Conclusions:

  • Bismuth selenopeptides offer superior kinetic stability over bismuth cysteine peptides.
  • This enhanced stability broadens the potential applications of bismuth complexes in biology and medicine.
  • Bismuth selenopeptides represent a promising platform for developing targeted therapeutics and diagnostic agents.