These authors contributed equally to this work.
A 19F NMR Label to Substitute Polar Amino Acids in Peptides: A CF3-Substituted Analogue of Serine and Threonine†
Article first published online: 12 DEC 2012
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 5, pages 1486–1489, January 28, 2013
How to Cite
Tkachenko, A. N., Mykhailiuk, P. K., Afonin, S., Radchenko, D. S., Kubyshkin, V. S., Ulrich, A. S. and Komarov, I. V. (2013), A 19F NMR Label to Substitute Polar Amino Acids in Peptides: A CF3-Substituted Analogue of Serine and Threonine . Angew. Chem. Int. Ed., 52: 1486–1489. doi: 10.1002/anie.201208069
We are grateful to Dr. O. V. Shishkin for the X-ray diffractional analysis and Dr. M. Berditsch for help with antimicrobial assays. This work was supported by Enamine Ltd. and by DAAD (A.N.T.).
- Issue published online: 23 JAN 2013
- Article first published online: 12 DEC 2012
- Manuscript Received: 7 OCT 2012
- amino acids;
- NMR spectroscopy;
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.