Mild and Selective Mono-Iodination of Unprotected Peptides as Initial Step for the Synthesis of Bioimaging Probes.

Bioconjug Chem

Research & Development, Integrated Drug Discovery, Sanofi-Aventis Deutschland GmbH , 65926 Frankfurt am Main, Germany.

Published: October 2016

AI Article Synopsis

  • A new method has been developed for the selective mono-iodination of tyrosine residues in unprotected peptides, which is mild and effective.
  • This method is highly chemoselective and works well with various functional groups, making it a versatile tool in synthetic chemistry.
  • The iodine introduced can be used for further functionalization, including attaching fluorescent dyes for labeling purposes in peptide studies.

Article Abstract

Chemoselective functionalization of peptides and proteins to selectively introduce residues for detection, capture, or specific derivatization is of high interest to the synthetic community. Here we report a new method for the mild and effective mono-iodination of tyrosine residues in fully unprotected peptides. This method is highly chemoselective and compatible with a wide variety of functional groups. The introduced iodine can subsequently serve as a handle for further functionalization such as introduction of fluorescent dyes and thus be used for chemoselective labeling of isolated peptides.

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Source
http://dx.doi.org/10.1021/acs.bioconjchem.6b00461DOI Listing

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