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A 19F NMR Label to Substitute Polar Amino Acids in Peptides: A CF3-Substituted Analogue of Serine and Threonine

by: Anton N. Tkachenko, Pavel K. Mykhailiuk, Sergii Afonin, Dmytro S. Radchenko, Vladimir S. Kubyshkin, Anne S. Ulrich, Igor V. Komarov
Angew. Chem. Int. Ed., Vol. 52, No. 5. (28 January 2013), pp. 1486-1489, doi:10.1002/anie.201208069  Key: citeulike:11966495

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Abstract

Rigid & polar: The cyclobutane scaffold was used to design the first polar nonperturbing rigid CF3-substituted amino acid (left in picture) suitable for replacing the serine/threonine residues in peptides. This amino acid imitates the geometry, structure, and function of serine and threonine, but in contrast to those, it can be used in structural studies of membrane-active Ser/Thr-containing peptides by solid-state 19F NMR


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