Genetically encoded copper-free click chemistry

Tilman Plass, Sigrid Milles, Christine Koehler, Carsten Schultz, Edward A. Lemke

Research output: Contribution to journalArticle

186 Citations (Scopus)

Abstract

A bright click of life: Strained alkynes are genetically encoded into E. coli by use of an engineered pyrrolysine amber suppressor tRNA/synthetase pair from Methanosarcina mazei. As a result cyclooctynyl lysine derivatives were incorporated site-specifically in proteins allowing efficient labeling with fluorogenic azide-bearing dyes by means of a click reaction under physiological conditions in vitro and in vivo (see scheme).

Original languageEnglish (US)
Pages (from-to)3878-3881
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number17
DOIs
StatePublished - Apr 18 2011
Externally publishedYes

Fingerprint

Bearings (structural)
Amino Acyl-tRNA Synthetases
Alkynes
Azides
Labeling
Escherichia coli
Lysine
Copper
Coloring Agents
Dyes
Derivatives
Proteins
pyrrolysine
Transfer RNA

Keywords

  • amino acids
  • click chemistry
  • gene expression
  • proteins
  • strained molecules

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Genetically encoded copper-free click chemistry. / Plass, Tilman; Milles, Sigrid; Koehler, Christine; Schultz, Carsten; Lemke, Edward A.

In: Angewandte Chemie - International Edition, Vol. 50, No. 17, 18.04.2011, p. 3878-3881.

Research output: Contribution to journalArticle

Plass, Tilman ; Milles, Sigrid ; Koehler, Christine ; Schultz, Carsten ; Lemke, Edward A. / Genetically encoded copper-free click chemistry. In: Angewandte Chemie - International Edition. 2011 ; Vol. 50, No. 17. pp. 3878-3881.
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