Rapid nickel(ii)-promoted cysteine: S -arylation with arylboronic acids

Kengo Hanaya, Jun Ohata, Mary K. Miller, Alicia E. Mangubat-Medina, Michael J. Swierczynski, David C. Yang, Reece M. Rosenthal, Brian V. Popp, Zachary T. Ball

研究成果: Article査読

18 被引用数 (Scopus)

抄録

S-Arylation of cysteine residues is an increasingly powerful tool for site-specific modification of proteins, providing novel structure and electronic perturbation. The present work demonstrates an operationally-simple cysteine arylation reaction 2-nitro-substituted arylboronic acids, promoted by a simple nickel(ii) salt. The process exhibits strikingly fast reaction rates under physiological conditions in purely aqueous media with excellent selectivity toward cysteine residues. Cysteine arylation of natural proteins and peptides allows attachment of useful reactive handles for stapling, imaging, or further conjugation.

本文言語English
ページ(範囲)2841-2844
ページ数4
ジャーナルChemical Communications
55
19
DOI
出版ステータスPublished - 2019
外部発表はい

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

フィンガープリント 「Rapid nickel(ii)-promoted cysteine: S -arylation with arylboronic acids」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル