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Issue 17, 2015
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Conformational preferences of Ac-Gly-NHMe in solution

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Abstract

The conformational behaviour of Ac-Gly-NHMe in nonpolar, polar and polar protic solutions was systematically studied in this work by theoretical calculations and experimental infrared and 1H NMR spectroscopies. Ac-Gly-NHMe prefers a gauche conformer with a strong seven-membered intramolecular hydrogen bond for the isolated compound and in nonpolar solvents, but such preference changes in polar and polar protic solvents. Elucidation of Ac-Gly-NHMe preferences was also supported by studying the conformers of its CF3-C(O)-Gly-NHMe and Ac-Gly-N(Me)2 derivatives in solution.

Graphical abstract: Conformational preferences of Ac-Gly-NHMe in solution

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Publication details

The article was received on 16 Dec 2014, accepted on 13 Jan 2015 and first published on 13 Jan 2015


Article type: Paper
DOI: 10.1039/C4RA16472E
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Citation: RSC Adv., 2015,5, 13052-13060
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    Conformational preferences of Ac-Gly-NHMe in solution

    R. A. Cormanich, R. Rittner and M. Bühl, RSC Adv., 2015, 5, 13052
    DOI: 10.1039/C4RA16472E

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