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Here, we investigate two cyclic peptides, featuring beta turns. Using temperature\u2010dependent NMR and FT\u2010IR, we observed a pronounced temperature effect on the conformation of the cyclic peptide <jats:bold>D\u20101<\/jats:bold> in CHCl<jats:sub>3<\/jats:sub> but a much smaller effect in CH<jats:sub>3<\/jats:sub>CN. Almost no effect was observed for its diastereomer <jats:bold>L\u20101<\/jats:bold> within a similar temperature range and using the same solvents. With the aid of Replica Exchange Molecular Dynamics simulations and Quantum Mechanics\/Molecular Mechanics calculations, we were able to explain this behavior based on the increased flexibility of <jats:bold>D\u20101<\/jats:bold> (in CHCl<jats:sub>3<\/jats:sub>) in terms of intramolecular hydrogen bonding. The largest temperature dependence is observed for <jats:bold>D<\/jats:bold>\u2010<jats:bold>1<\/jats:bold> in CHCl<jats:sub>3<\/jats:sub>, while the temperature effect is less pronounced for <jats:bold>L\u20101<\/jats:bold> in CHCl<jats:sub>3<\/jats:sub> and for both peptides in CH<jats:sub>3<\/jats:sub>CN. This work provides new insights into the role of the environment and temperature on the conformations of cyclic peptides.<\/jats:p>","DOI":"10.1002\/cphc.201900345","type":"journal-article","created":{"date-parts":[[2019,5,2]],"date-time":"2019-05-02T06:31:37Z","timestamp":1556778697000},"page":"1664-1670","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Solvent\u2010Enhanced Conformational Flexibility of Cyclic Tetrapeptides"],"prefix":"10.1002","volume":"20","author":[{"given":"Nadja","family":"Berger","sequence":"first","affiliation":[{"name":"Organische Chemie II Ruhr-University of Bochum  Universit\u00e4tsstr. 150 44780 Bochum Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Laura J. 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