2018 journal article

A Three-Component Organometallic Tyrosine Bioconjugation

Angewandte Chemie International Edition, 57(11), 2827–2830.

By: J. Ohata*, M. Miller*, C. Mountain*, F. Vohidov* & Z. Ball*

co-author countries: United States of America 🇺🇸
author keywords: arenes; bioinorganic chemistry; protein modifications; rhodium; transition metals
MeSH headings : Animals; Boronic Acids / chemical synthesis; Boronic Acids / chemistry; Catalysis; Cattle; Cell Line; Fluorescent Dyes / chemical synthesis; Fluorescent Dyes / chemistry; Humans; Models, Molecular; Oxidation-Reduction; Peptides / chemical synthesis; Peptides / chemistry; Proteins / chemical synthesis; Proteins / chemistry; Rhodium / chemistry; Salts / chemistry; Tyrosine / chemical synthesis; Tyrosine / chemistry
Source: ORCID
Added: December 16, 2020

Abstract Metal‐based bioconjugation linkages represent a little‐studied approach to protein functionalization that provides novel reactivity, stability, and function. Described is an organometallic bioconjugation, employing rhodium(III) salts, to link boronic acids with tyrosine residues by an arene complex. Both peptides and proteins are amenable to the mild bioconjugation in aqueous media, allowing incorporation of useful functionalities, such as affinity handles or fluorophores. Because of the metastability of the inorganic linkage, the conjugates are susceptible to cleavage by nucleophilic redox mediators but are stable toward typical biological conditions.