Issue 21, 2017

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
04 Apr 2017
Accepted
11 May 2017
First published
11 May 2017

Org. Biomol. Chem., 2017,15, 4536-4539

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

C. M. Ring, E. S. Iqbal, D. E. Hacker, M. C. T. Hartman and T. A. Cropp, Org. Biomol. Chem., 2017, 15, 4536 DOI: 10.1039/C7OB00844A

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