Genetic incorporation of 4-fluorohistidine into peptides enables selective affinity purification

Organic & Biomolecular Chemistry
Christine M RingT Ashton Cropp

Abstract

Due to the lowered pKa of 4-fluorohistidine relative to histidine, peptides and proteins containing this amino acid are potentially endowed with novel properties. We report here the optimized synthesis of 4-fluorohistidine and show that it can efficiently replace histidine in in vitro translation reactions. Moreover, peptides containing 6×-fluorohistidine tags are able to be selectively captured and eluted from nickel resin in the presence of his-tagged protein mixtures.

References

Jul 11, 1973·Journal of the American Chemical Society·K L Kirk, L A Cohen
Aug 2, 2001·Nature Biotechnology·Y ShimizuT Ueda
May 20, 2003·Proceedings of the National Academy of Sciences of the United States of America·Anthony C ForsterStephen C Blacklow
Oct 8, 2004·Journal of the American Chemical Society·Zhongping TanVirginia W Cornish
Aug 18, 2005·Journal of the American Chemical Society·Kristopher JosephsonJack W Szostak
Nov 2, 2005·Chembiochem : a European Journal of Chemical Biology·Jack F EichlerJames G Bann
Mar 16, 2006·Proceedings of the National Academy of Sciences of the United States of America·Matthew C T HartmanJack W Szostak
Aug 28, 2007·Journal of the American Chemical Society·Baolin ZhangAnthony C Forster
Dec 22, 2007·Chemistry & Biology·Atsushi OhtaHiroaki Suga
Apr 12, 2008·Journal of the American Chemical Society·Alexander O SubtelnyJack W Szostak
Jan 11, 2013·Journal of the American Chemical Society·Tomoshige FujinoHiroshi Murakami
May 31, 2013·Methods : a Companion to Methods in Enzymology·E Railey WhiteMatthew C T Hartman
Oct 26, 2013·Drug Discovery Today·Kristopher JosephsonJack W Szostak
Jan 19, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Tomoshige Fujino, Hiroshi Murakami

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Citations

Jan 26, 2018·Organic & Biomolecular Chemistry·Emil S IqbalMatthew C T Hartman
Aug 6, 2018·Current Opinion in Chemical Biology·Stacie L RichardsonMatthew Ct Hartman
Nov 6, 2018·Chemical Reviews·Yichao HuangHiroaki Suga
Aug 21, 2021·Chembiochem : a European Journal of Chemical Biology·Matthew C T Hartman

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