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Ultrafast Au(III)-Mediated Arylation of Cysteine.
Doud, Evan A; Tilden, James A R; Treacy, Joseph W; Chao, Elaine Y; Montgomery, Hayden R; Kunkel, Grace E; Olivares, Eileen J; Adhami, Nima; Kerr, Tyler A; Chen, Yu; Rheingold, Arnold L; Loo, Joseph A; Frost, Christopher G; Houk, K N; Maynard, Heather D; Spokoyny, Alexander M.
Afiliação
  • Doud EA; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Tilden JAR; Department of Chemistry, University of Bath, Claverton Down, BA2 7AY Bath, U.K.
  • Treacy JW; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Chao EY; California NanoSystems Institute, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Montgomery HR; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Kunkel GE; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Olivares EJ; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Adhami N; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Kerr TA; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Chen Y; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Rheingold AL; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Loo JA; Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093, United States.
  • Frost CG; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Houk KN; Department of Chemistry, University of Bath, Claverton Down, BA2 7AY Bath, U.K.
  • Maynard HD; Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.
  • Spokoyny AM; California NanoSystems Institute, University of California, Los Angeles, Los Angeles, California 90095, United States.
J Am Chem Soc ; 146(18): 12365-12374, 2024 May 08.
Article em En | MEDLINE | ID: mdl-38656163
ABSTRACT
Through mechanistic work and rational design, we have developed the fastest organometallic abiotic Cys bioconjugation. As a result, the developed organometallic Au(III) bioconjugation reagents enable selective labeling of Cys moieties down to picomolar concentrations and allow for the rapid construction of complex heterostructures from peptides, proteins, and oligonucleotides. This work showcases how organometallic chemistry can be interfaced with biomolecules and lead to a range of reactivities that are largely unmatched by classical organic chemistry tools.
Assuntos

Texto completo: 1 Coleções: 01-internacional Temas: Geral Base de dados: MEDLINE Assunto principal: Cisteína / Ouro Idioma: En Revista: J Am Chem Soc Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Estados Unidos

Texto completo: 1 Coleções: 01-internacional Temas: Geral Base de dados: MEDLINE Assunto principal: Cisteína / Ouro Idioma: En Revista: J Am Chem Soc Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Estados Unidos