883243-72-9Relevant articles and documents
Iminoboronates as Dual-Purpose Linkers in Chemical Probe Development
van der Zouwen, Antonie J.,Jeucken, Aike,Steneker, Roy,Hohmann, Katharina F.,Lohse, Jonas,Slotboom, Dirk J.,Witte, Martin D.
supporting information, p. 3292 - 3296 (2021/01/20)
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.