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

  • Bioorg Med Chem Lett. 2010 Feb 1;20(3):878-80. doi: 10.1016/j.bmcl.2009.12.077.
Ying Huang  1 ,  Wei Wan ,  William K Russell ,  Pei-Jing Pai ,  Zhiyong Wang ,  David H Russell ,  Wenshe Liu
Affiliations
  • 1. Department of Chemistry, Texas A&M University, College Station, TX 77843, United States.
PMID: 20074948 DOI: 10.1016/j.bmcl.2009.12.077
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.

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