Evolution of Amide Stacking in Larger γ-Peptides: Triamide H-Bonded Cycles
作者： William H. James , Evan G. Buchanan , Christian W. Müller , Jacob C. Dean , Dmytro Kosenkov
DOI: 10.1021/JP205527E
关键词: Stereochemistry 、 Stacking 、 Crystallography 、 Ionization 、 Amide 、 Conformational isomerism 、 Spectroscopy 、 Density functional theory 、 Chemistry 、 Gas phase 、 Infrared
摘要: The single-conformation spectroscopy of two model γ-peptides has been studied under jet-cooled conditions in the gas phase. methyl-capped triamides, Ac-γ2-hPhe-γ2-hAla-NHMe and Ac-γ2-hAla-γ2-hPhe-NHMe, were probed by resonant two-photon ionization (R2PI) ion-dip infrared (RIDIR) spectroscopies. Four conformers three Ac-γ2-hAla-γ2-hPhe-NHMe observed spectroscopically interrogated. On basis comparison with predictions density functional theory calculations employing a dispersion-corrected (ωB97X-D/6-311++G(d,p)), all seven have assigned to particular conformational families. preference for formation nine-membered rings (C9) previous study [James, W. H., III et al., J. Am. Chem. Soc. 2009, 131, 14243] smaller analog, Ac-γ2-hPhe-NHMe, carries over these four forming C9/C9 sequential double-ring structures, one conformer C9/C14 bifurca...
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