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Design and Synthesis of Near-Infrared Peptide for in Vivo Molecular Imaging of HER2. | LitMetric

Design and Synthesis of Near-Infrared Peptide for in Vivo Molecular Imaging of HER2.

Bioconjug Chem

Department of Medicine, Division of Gastroenterology, ‡Department of Biomedical Engineering, §Department of Biostatistics, ∥Department of Pathology, and ⊥Department of Mechanical Engineering, University of Michigan, Ann Arbor, Michigan 48109, United States.

Published: February 2016

AI Article Synopsis

  • A novel peptide specific to the HER2 extracellular domain was developed using a structure-based approach to maximize interactions for molecular imaging.
  • The peptide sequence KSPNPRF was synthesized and can be labeled with different fluorophores, with validation showing strong binding to HER2 (kd = 21 nM).
  • This peptide has potential for clinical use in early cancer detection, enhancing imaging and biopsy guidance in colon cancer by specifically targeting adenomas.

Article Abstract

We report the development, characterization, and validation of a peptide specific for the extracellular domain of HER2. This probe chemistry was developed for molecular imaging by using a structural model to select an optimal combination of amino acids that maximize the likelihood for unique hydrophobic and hydrophilic interactions with HER2 domain 3. The sequence KSPNPRF was identified and conjugated with either FITC or Cy5.5 via a GGGSK linker using Fmoc-mediated solid-phase synthesis to demonstrate flexibility for this chemical structure to be labeled with different fluorophores. A scrambled sequence was developed for control by altering the conformationally rigid spacer and moving both hydrophobic and hydrophilic amino acids on the C-terminus. We validated peptide specificity for HER2 in knockdown and competition experiments using human colorectal cancer cells in vitro, and measured a binding affinity of kd = 21 nM and time constant of k = 0.14 min(-1) (7.14 min). We used this peptide with either topical or intravenous administration in a preclinical model of colorectal cancer to demonstrate specific uptake in spontaneous adenomas and to show feasibility for real time in vivo imaging with near-infrared fluorescence. We used this peptide in immunofluorescence studies of human proximal colon specimens to evaluate specificity for sessile serrated and sporadic adenomas. Improved visualization can be used endoscopically to guide tissue biopsy and detect premalignant lesions that would otherwise be missed. Our peptide design for specificity to HER2 is promising for clinical translation in molecular imaging methods for early cancer detection.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5384256PMC
http://dx.doi.org/10.1021/acs.bioconjchem.5b00565DOI Listing

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