Get access

1,2,3-Triazoles as Amide Bond Mimics: Triazole Scan Yields Protease-Resistant Peptidomimetics for Tumor Targeting

Authors

  • Dr. Ibai E. Valverde,

    1. Department of Radiology and Nuclear Medicine, Division of Radiopharmaceutical Chemistry, University of Basel Hospital, Petersgraben 4, 4031 Basel (Switzerland)
    Search for more papers by this author
  • Dr. Andreas Bauman,

    1. Department of Radiology and Nuclear Medicine, Division of Radiopharmaceutical Chemistry, University of Basel Hospital, Petersgraben 4, 4031 Basel (Switzerland)
    Search for more papers by this author
  • Christiane A. Kluba,

    1. Department of Radiology and Nuclear Medicine, Division of Radiopharmaceutical Chemistry, University of Basel Hospital, Petersgraben 4, 4031 Basel (Switzerland)
    Search for more papers by this author
  • Sandra Vomstein,

    1. Department of Radiology and Nuclear Medicine, Division of Radiopharmaceutical Chemistry, University of Basel Hospital, Petersgraben 4, 4031 Basel (Switzerland)
    Search for more papers by this author
  • Dr. Martin A. Walter,

    1. Institute of Nuclear Medicine, Bern University Hospital, Freiburgstrasse 4, 3010 Bern (Switzerland)
    Search for more papers by this author
  • Prof. Dr. Thomas L. Mindt

    Corresponding author
    1. Department of Radiology and Nuclear Medicine, Division of Radiopharmaceutical Chemistry, University of Basel Hospital, Petersgraben 4, 4031 Basel (Switzerland)
    • Department of Radiology and Nuclear Medicine, Division of Radiopharmaceutical Chemistry, University of Basel Hospital, Petersgraben 4, 4031 Basel (Switzerland)===

    Search for more papers by this author

  • This work was supported by the Swiss National Science Foundation (grant no. 132280) and the Nora van Meeuwen-Häfliger Foundation. We thank A. Mascarin and E. Huxol for technical assistance and Dr. I. Muckenschnabel (Novartis, Basel, Switzerland) for assistance with MS analysis.

Abstract

original image

The triazole makes the difference: Replacement of amide bonds in the backbone of peptides by 1,4-disubstituted 1,2,3-triazole isosteres affords peptidomimetics with retained receptor affinity and cell-internalization properties, enhanced proteolytic stability, and improved tumor-targeting capabilities.

Ancillary