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Structure and Coordination Determination of Peptide-metal Complexes Using 1D and 2D 1H NMR
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Structure and Coordination Determination of Peptide-metal Complexes Using 1D and 2D 1H NMR

Published on: December 16, 2013

Iron binding β-hairpin peptides.

Gillian Morris1, Ian Robertson, Chad D Tatko

  • 1Department of Chemistry and Biochemistry, Calvin College, Grand Rapids, MI, USA.

Biometals : an International Journal on the Role of Metal Ions in Biology, Biochemistry, and Medicine
|June 15, 2013
PubMed
Summary
This summary is machine-generated.

Posttranslational modification creates 3,4-dihydroxyphenylalanine (dopa), a functional group useful for cross-linking and metal binding in biomolecules. This study shows dopa in β-hairpin peptides undergoes oxidation and forms iron complexes.

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Quantifying the Binding Interactions Between Cu(II) and Peptide Residues in the Presence and Absence of Chromophores
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Quantifying the Binding Interactions Between Cu(II) and Peptide Residues in the Presence and Absence of Chromophores

Published on: April 5, 2022

Area of Science:

  • Biochemistry
  • Materials Science
  • Biomolecular Engineering

Background:

  • Posttranslational modification of tyrosine to 3,4-dihydroxyphenylalanine (dopa) introduces unique chemical properties.
  • Dopa's quinone form facilitates cross-linking, while its catechol structure excels at metal ion chelation.
  • While natural systems utilize dopa for metal binding, its incorporation into structured biomolecules like peptides remains underexplored.

Purpose of the Study:

  • To investigate the chemical behavior of dopa within structured peptide systems, specifically β-hairpins.
  • To assess the propensity of dopa in peptides to undergo oxidation and cross-linking.
  • To examine the potential for dopa-containing peptides to form complexes with iron ions.

Main Methods:

  • Synthesis of a series of β-hairpin peptides incorporating dopa at specific positions.
  • Characterization of peptide oxidation and cross-linking under various conditions.
  • Spectroscopic and equilibrium studies to analyze the formation of bispeptide:iron complexes.

Main Results:

  • Dopa residues integrated into β-hairpin structures readily oxidized and cross-linked, irrespective of secondary structure.
  • The presence of aromatic interactions influenced the extent of oxidation and cross-linking.
  • Formation of bispeptide:iron complexes was observed, with complex stability correlating with aromatic interactions.

Conclusions:

  • Incorporating dopa into structured peptides like β-hairpins preserves its reactive functionalities for cross-linking and metal binding.
  • Peptide secondary structure does not impede dopa's oxidation or metal chelation capabilities.
  • These findings suggest potential for designing novel peptide-based materials for metal chelation and cross-linking applications.