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Metallo-Organozymes with Specific Proteolytic Activity.

Ahmed M Embaby1, Lianne P W M Lelieveldt1,2, Frederik Diness1

  • 1Center for Evolutionary Chemical Biology and Nano-Science center, Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100, Copenhagen, Denmark.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|August 28, 2018
PubMed
Summary

Researchers developed efficient metallopeptides that selectively cleave peptide bonds under mild conditions. These organozymes mimic metalloproteases, offering new possibilities for peptide bond hydrolysis.

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N-heterocyclic ligandscatalytic drugscombinatorial chemistryorganometallic catalysispeptide mimetics

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Area of Science:

  • Biochemistry
  • Organic Chemistry
  • Catalysis

Background:

  • Peptide bond cleavage is crucial in biological processes and chemical synthesis.
  • Developing efficient and selective catalysts for peptide hydrolysis, especially under mild conditions, remains a challenge.
  • Metalloproteases are natural enzymes that perform peptide bond cleavage, serving as inspiration for synthetic catalysts.

Purpose of the Study:

  • To design and synthesize novel metallopeptides capable of efficient and selective peptide bond cleavage.
  • To explore the use of metal-coordinating building blocks within peptide scaffolds for catalytic activity.
  • To mimic the function of metalloproteases using synthetic organozymes.

Main Methods:

  • Strategic incorporation of metal-coordinating building blocks into peptide backbones and macrocycles.
  • Optimization of ligand chemistry for enhanced catalytic activity and substrate binding.
  • Utilizing fluorogenic Förster resonance energy transfer (FRET) peptide substrates to monitor cleavage.
  • Employing combinatorial methods, evolutionary principles, and molecular modeling for catalyst development.

Main Results:

  • Developed versatile metallopeptides acting as organozymes for peptide bond cleavage.
  • Achieved efficient and selective cleavage in water at room temperature and neutral pH.
  • Demonstrated the ability to cleave previously inaccessible peptide bonds.
  • Created peptide-metal complexes with scaffolds enabling productive binding and cleavage of FRET substrates.

Conclusions:

  • The presented metallopeptides are effective synthetic mimics of metalloproteases.
  • The strategic design of metal-coordinating peptides offers a powerful approach for developing novel catalysts.
  • These organozymes provide a versatile platform for selective peptide bond hydrolysis under environmentally friendly conditions.