Premium
Iminoboronates as Dual‐Purpose Linkers in Chemical Probe Development
Author(s) -
Zouwen Antonie J.,
Jeucken Aike,
Steneker Roy,
Hohmann Katharina F.,
Lohse Jonas,
Slotboom Dirk J.,
Witte Martin D.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202005115
Subject(s) - fluorophore , covalent bond , hydrazide , nucleophile , combinatorial chemistry , chemistry , ligand (biochemistry) , chemical modification , posttranslational modification , nanotechnology , fluorescence , biochemistry , organic chemistry , materials science , physics , receptor , quantum mechanics , enzyme , catalysis
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.