An Ionic Liquid Medium Enables Development of a Phosphine-Mediated Amine-Azide Bioconjugation Method.

Autor:	El-Shaffey HM; Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States., Gross EJ; Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States., Hall YD; Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States., Ohata J; Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, United States.
Jazyk:	angličtina
Zdroj:	Journal of the American Chemical Society [J Am Chem Soc] 2021 Aug 25; Vol. 143 (33), pp. 12974-12979. Date of Electronic Publication: 2021 Aug 13.
DOI:	10.1021/jacs.1c06092
Abstrakt:	While a diverse set of design strategies have produced various chemical tools for biomolecule labeling in aqueous media, the development of nonaqueous, biomolecule-compatible media for bioconjugation has significantly lagged behind. In this report, we demonstrate that an aprotic ionic liquid serves as a novel reaction solvent for protein bioconjugation without noticeable loss of the biomolecule functions. The ionic liquid bioconjugation approach led to discovery of a novel triphenylphosphine-mediated amine-azide coupling reaction that forges a stable tetrazene linkage on unprotected peptides and proteins. This strategy of using untraditional media would provide untapped opportunities for expanding the scope of chemical approaches for bioconjugation.
Databáze:	MEDLINE
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