Iminoboronates as Dual-Purpose Linkers in Chemical Probe Development

Antonie J Niek van der Zouwen, Aike Jeucken, Roy Steneker, Katharina F Hohmann, Jonas Lohse, Dirk J Slotboom, Martin Witte*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

4 Citations (Scopus)
34 Downloads (Pure)

Abstract

Chemical probes that covalently modify proteins of interest are powerful tools for the research of biological processes. Important in the design of a probe is the choice of reactive group that forms the covalent bond, as it decides the success of a probe. However, choosing the right reactive group is not a simple feat and methodologies for expedient screening of different groups are needed. We herein report a modular approach that allows easy coupling of a reactive group to a ligand. α-Nucleophile ligands are combined with 2-formylphenylboronic acid derived reactive groups to form iminoboronate probes that selectively label their target proteins. A transimination reaction on the labeled proteins with an α-amino hydrazide provides further modification, for example to introduce a fluorophore.

Original languageEnglish
Pages (from-to)3292-3296
Number of pages5
JournalChemistry
Volume27
Issue number10
Early online date1-Dec-2020
DOIs
Publication statusPublished - 15-Feb-2021

Keywords

  • affinity-based probes
  • bio-orthogonal chemistry
  • chemical probes
  • iminoboronate
  • protein labeling

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