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Andrew M O'Brien1, Griffin C Pileski1, Matthew P Henry1

  • 1School of Chemistry and Materials Science, Rochester Institute of Technology, Rochester, NY-14623.

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Summary
This summary is machine-generated.

Self-assembling peptide-based MRI contrast agents featuring Gd-DOTA show significantly enhanced relaxivity (r1) through Fmoc-tryptophan interactions. This self-assembly strategy offers a versatile method for developing targeted, high-relaxivity agents for improved MRI.

Keywords:
MRIcancerpeptideself-assemblytargeting

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Area of Science:

  • Biomedical Engineering
  • Materials Science
  • Radiochemistry

Background:

  • Magnetic Resonance Imaging (MRI) contrast agents enhance image quality by altering the relaxation times of water protons.
  • Gadolinium-DOTA (Gd-DOTA) chelates are common MRI contrast agents, but their relaxivity can be limited.
  • Self-assembly of peptide-based agents offers a strategy to amplify relaxivity.

Purpose of the Study:

  • To investigate the effect of self-assembly on the relaxivity (r1) of peptide-based MRI contrast agents.
  • To explore the influence of peptide sequence, ionic strength, and biological media on agent performance.
  • To develop targeted, high-relaxivity MRI contrast agents using a self-assembly approach.

Main Methods:

  • Synthesis of various di- and tri-peptides incorporating Fmoc and Gd-DOTA.
  • Evaluation of relaxivity (r1) and critical aggregation concentration (CAC) under varying conditions (ionic strength, buffer, serum).
  • Design and synthesis of targeted agents by conjugating a PSMA-binding ligand (DCL) to the peptide scaffolds.

Main Results:

  • Self-assembly of Fmoc-tryptophan containing peptides dramatically increased r1 values from 3.5-7.4 to 13.2-16.9 mM⁻¹s⁻¹ per Gd(III).
  • Critical aggregation concentrations (CACs) were found to be concentration-dependent, ranging from 0.22-2.59 mM in buffer and <25 μM in fetal bovine serum (FBS).
  • Targeted agents demonstrated high r1 values (13.5-14.8 mM⁻¹s⁻¹ in buffer, 11.2-11.9 mM⁻¹s⁻¹ in FBS) with low CACs in FBS.

Conclusions:

  • Self-assembly is an effective strategy to significantly enhance the relaxivity of Gd-DOTA-based peptide MRI contrast agents.
  • The developed peptide-based agents maintain high relaxivity and low CACs in biologically relevant media like FBS.
  • This work presents a broadly applicable route for creating targeted, high-relaxivity MRI contrast agents through late-stage conjugation.