4.4 Article

Preparation and conformational study of CF3-containing enkephalin-derived oligopeptide

Journal

TETRAHEDRON
Volume 64, Issue 8, Pages 1888-1894

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.11.085

Keywords

fluorinated amino acid; peptides; conformations; NOESY spectra

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Incorporation of (2S,3S)-4,4,4-trifluorothreonine (F-3-Thr) instead of Thr in the enkephalin-derived hexapeptide led to the apparent conformational alteration due to the strong electron-withdrawing effect of the trifluoromethyl group by comparison with the original compound on the basis of their various NMR measurements. (C) 2007 Elsevier Ltd. All rights reserved.

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