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A Synthetic Lectin for Glucuronate.

Canjia Zhai1, Chengkai Xu1, Yunpeng Cui1

  • 1Department of Chemistry, University of South Florida, 4202 E. Fowler Ave, Tampa, Florida 33620, United States.

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|September 29, 2025
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Summary
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Researchers developed a water-soluble macrocycle, MPNT2+·2Cl-, that effectively binds glucuronate in water. This synthetic lectin demonstrates high affinity and selectivity, enabling sensitive detection of glucuronic acid.

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Area of Science:

  • Supramolecular Chemistry
  • Carbohydrate Recognition
  • Synthetic Biology

Background:

  • Recognizing hydrophilic carbohydrates in water is difficult due to solvent competition.
  • Hydrophobic effects are a strong driving force, but not applicable to hydrophilic molecules.
  • Developing synthetic lectins for aqueous environments is a key challenge.

Purpose of the Study:

  • To design and synthesize a water-soluble macrocycle for selective glucuronate recognition in water.
  • To investigate the binding affinity, selectivity, and sensing capabilities of the novel receptor.
  • To establish a generalizable strategy for creating synthetic lectins in aqueous solutions.

Main Methods:

  • Design and synthesis of a tetralactam macrocycle (MPNT2+·2Cl-).
  • Binding studies in water to determine affinity and selectivity.
  • Characterization using single-crystal X-ray analysis, DFT calculations, and IGMH analysis.
  • Chiroptical sensing using circular dichroism.

Main Results:

  • MPNT2+·2Cl- exhibits a high binding affinity (103,000 M-1) for glucuronate in water.
  • The receptor demonstrates excellent selectivity over structurally similar carbohydrates.
  • Binding-induced circular dichroism signals enable sensitive detection of glucuronic acid.
  • Detailed structural analysis revealed key interactions (hydrogen bonds, C-H···O, C-H···π) driving complex formation.

Conclusions:

  • MPNT2+·2Cl- is a highly effective synthetic lectin for glucuronate recognition in aqueous media.
  • The study presents a versatile strategy for designing synthetic receptors for hydrophilic carbohydrates.
  • This work paves the way for new molecular sensors and diagnostic tools for biologically relevant anionic sugars.