1-Pentanaminium,5-amino-5-carboxy-N,N,N-trimethyl-, inner salt, (5S)-

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CAS: 23284-33-5
MF: C9H20N2O2
MW: 188.2673
Synonyms: 1-Pentanaminium,5-amino-5-carboxy-N,N,N-trimethyl-, inner salt, (5S)-

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David H. Russell

Texas A&M University
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Wenshe R. Liu

Texas A&M University
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Co-reporter: Zhiyong U. Wang, Yane-Shih Wang, Pei-Jing Pai, William K. Russell, David H. Russell, and Wenshe R. Liu
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Publication Date(Web):June 14, 2012
DOI: 10.1021/bi300535a
Using an evolved pyrrolysyl-tRNA synthetase-tRNAPyl pair, a Se-alkylselenocysteine was genetically incorporated into histone H3 with a high protein expression yield. Quantitative oxidative elimination of Se-alkylselenocysteine followed by Michael addition reactions with various thiol nucleophiles generated biologically active mimics of H3 with posttranslational modifications including lysine methylation, lysine acetylation, and serine phosphorylation.