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Keywords:

  • amino acids;
  • fluorine;
  • serine;
  • NMR spectroscopy;
  • threonine
Thumbnail image of graphical 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 spectroscopy.