{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T10:39:47Z","timestamp":1789123187359,"version":"build-2803163510"},"reference-count":29,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2014,3,7]],"date-time":"2014-03-07T00:00:00Z","timestamp":1394150400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2014,4]]},"abstract":"<jats:title>ABSTRACT<\/jats:title><jats:p>The continuously growing interest in the understanding of peptide folding led to the conformational investigation of methylamides of N\u2010acetyl\u2010amino acids as diamide models. Here we report the results of detailed conformational analysis on Ac\u2010Pro\u2010NHMe and Ac\u2010\u03b2\u2010HPro\u2010NHMe diamides. These compounds were analyzed by experimental and computational methods, the conformational distributions obtained by Density Functional Theory (DFT) calculations for isolated and solvated diamide compounds are discussed. The conformational preference of proline\u2010containing diamide compounds as a function of the ambience was observed by a number of chiroptical spectroscopic techniques, such as vibrational circular dichroism (VCD), electronic circular dichroism (ECD), Raman optical activity (ROA) spectroscopy, and additionally by single crystal X\u2010ray diffraction analyses. Based on a comparison between Ac\u2010Pro\u2010NHMe and Ac\u2010\u03b2\u2010HPro\u2010NHMe, one can conclude that due to the greater conformational freedom of the \u03b2\u2010HPro derivative, Ac\u2010\u03b2\u2010HPro\u2010NHMe shows different behavior in solid\u2010 and solution\u2010phase, as well. Ac\u2010\u03b2\u2010HPro\u2010NHMe tends to form <jats:italic>cis<\/jats:italic> Ac\u2010\u03b2\u2010HPro amide conformation in water, dichloromethane, and acetonitrile in contrast to its \u03b1\u2010Pro analog. On the other hand, the crystal structure of the \u03b2\u2010HPro compound cannot be related to any of the conformers obtained in vacuum and solution while the X\u2010ray structure of Ac\u2010Pro\u2010NHMe was identified as <jats:italic>t<\/jats:italic>\u03b1<jats:sub>L<\/jats:sub>\u2013, which is a <jats:italic>trans<\/jats:italic> Ac\u2010Pro amide containing conformer also predominant in polar solvents. <jats:italic>Chirality 26:228\u2013242, 2014<\/jats:italic>. \u00a9 2014 Wiley Periodicals, Inc.<\/jats:p>","DOI":"10.1002\/chir.22305","type":"journal-article","created":{"date-parts":[[2014,3,8]],"date-time":"2014-03-08T08:46:39Z","timestamp":1394268399000},"page":"228-242","source":"Crossref","is-referenced-by-count":14,"title":["Comprehensive Chiroptical Study of Proline\u2010Containing Diamide Compounds"],"prefix":"10.1002","volume":"26","author":[{"given":"Krisztina","family":"Knapp","sequence":"first","affiliation":[{"name":"Laboratory for Chiroptical Structure Analysis, Institute of Chemistry E\u00f6tv\u00f6s Lor\u00e1nd University  Budapest Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marcin","family":"G\u00f3recki","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Polish Academy of Sciences  Warsaw Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jadwiga","family":"Frelek","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Polish Academy of Sciences  Warsaw Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Roman","family":"Luboradzki","sequence":"additional","affiliation":[{"name":"Institute of Physical Chemistry Polish Academy of Sciences  Warsaw Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mikl\u00f3s","family":"Holl\u00f3si","sequence":"additional","affiliation":[{"name":"Laboratory for Chiroptical Structure Analysis, Institute of Chemistry E\u00f6tv\u00f6s Lor\u00e1nd University  Budapest 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