Iron-sensitive protein conjugates formed with a Wittig reaction precursor in ionic liquid

Abstract

In this report, formation of protein conjugates with iron-sensitive enamine linkage is demonstrated through the ionic liquid-based bioconjugation method.

Hexafluoroisopropanol as a Bioconjugation Medium of Ultrafast, Tryptophan-Selective Catalysis

“…Despite the undeniable challenges of bioconjugation processes in aqueous media, efforts to discover alternative reaction media that are conducive to both bioconjugation reactions and stabilization of proteins have delivered little. Our research program, termed as Bioconjugation In Nonaqueous-Driven Reaction Solvent (BINDRS), has been pursuing novel bioconjugation technologies in nonaqueous media such as ionic liquids, − and we hypothesized that HFIP would be a suitable candidate as a biomolecule- and organic chemistry reaction-compatible solvent for nonaqueous bioconjugation strategies (Figure A). HFIP and other fluorinated alcohols such as trifluoroethanol have been known to induce a certain secondary structure in peptide (formation of a helicoidal structure) due to their hydrogen-bonding capability, increased acidity of their hydroxyl group, and a high dielectric constant .…”