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Iminoboronates as Dual-Purpose Linkers in Chemical Probe Development.

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. ?-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 ?-amino hydrazide provides further modification, for example to introduce a fluorophore.

SUBMITTER: van der Zouwen AJ

PROVIDER: S-EPMC7898632 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Iminoboronates as Dual-Purpose Linkers in Chemical Probe Development.

van der Zouwen Antonie J AJ Jeucken Aike A Steneker Roy R Hohmann Katharina F KF Lohse Jonas J Slotboom Dirk J DJ Witte Martin D MD

Chemistry (Weinheim an der Bergstrasse, Germany) 20210114 10

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-Nucleophi ...[more]

PMID: 33259638

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