Genetic incorporation of an aliphatic keto-containing amino acid into proteins for their site-specific modifications

Ying Huang, Wei Wan, William Russell, Pei Jing Pai, Zhiyong Wang, David H. Russell, Wenshe Liu

Research output: Contribution to journalArticle

43 Citations (Scopus)

Abstract

2-Amino-8-oxononanoic acid has been genetically incorporated into proteins in Escherichia coli by the use of an evolved pyrrolysyl-tRNA synthetase/pylT pair. The direct usage of the exclusive reactivity of the keto group in this amino acid with hydrazide- and alkoxyamine-bearing compounds to site-specifically label proteins under a mild condition close to physiological pH exhibited a very high efficiency.

Original languageEnglish (US)
Pages (from-to)878-880
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number3
DOIs
StatePublished - Feb 1 2010
Externally publishedYes

Fingerprint

Amino Acyl-tRNA Synthetases
Escherichia coli Proteins
Bearings (structural)
Amino Acids
Acids
Escherichia coli
Labels
Proteins

Keywords

  • 2-Amino-8-oxononanoic acid
  • Amber suppression
  • Genetic code expansion
  • Keto
  • Ne-acetyl-lysine

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Molecular Biology
  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science
  • Medicine(all)

Cite this

Genetic incorporation of an aliphatic keto-containing amino acid into proteins for their site-specific modifications. / Huang, Ying; Wan, Wei; Russell, William; Pai, Pei Jing; Wang, Zhiyong; Russell, David H.; Liu, Wenshe.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 20, No. 3, 01.02.2010, p. 878-880.

Research output: Contribution to journalArticle

Huang, Ying ; Wan, Wei ; Russell, William ; Pai, Pei Jing ; Wang, Zhiyong ; Russell, David H. ; Liu, Wenshe. / Genetic incorporation of an aliphatic keto-containing amino acid into proteins for their site-specific modifications. In: Bioorganic and Medicinal Chemistry Letters. 2010 ; Vol. 20, No. 3. pp. 878-880.
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