Entropic effects make a more tightly folded conformer of a β-amino acid less stable: UV-UV hole burning and IR dip spectroscopy of l-β3 -homotryptophan using a laser desorption supersonic jet technique

Physical Chemistry Chemical Physics : PCCP
Woon Yong SohnHyuk Kang

Abstract

UV-UV hole burning and IR dip spectra of l-β3-homotryptophan were measured by a laser desorption supersonic jet technique as a bottom-up approach to understand the secondary structures of β-peptides. 14 conformers were found by UV-UV hole burning spectroscopy. The conformers were classified into three groups depending on their hydrogen bonding patterns observed in their conformer-specific IR spectra, and tentatively assigned by comparing with quantum chemical calculations. Group 1 had free OH stretch but no NH2 anti-symmetric stretch vibrational transition and was assigned to NH-π hydrogen bonded structures. Group 2, including the most abundant conformer, showed both free OH and NH2 anti-symmetric stretch vibrations, and belonged to NH-O hydrogen bonded conformations. Group 3 of conformers had hydrogen-bonded OH stretch IR transition and had OH-N hydrogen bonds. The internal hydrogen bond of group 3 is a C6 hydrogen bond due to the additional carbon atom at the β position and shows a shorter bond length than that of a C5 hydrogen bond. While the OH-N C6 hydrogen bond is stronger than NH-O, the entropic effect prefers the more flexible NH-O hydrogen bonded structure. It is expected that the unnatural C6 hydrogen bond influences ...Continue Reading

References

Nov 17, 2001·Chemical Reviews·R P ChengW F DeGrado
Dec 20, 2003·Nature·Christopher M Dobson
Jan 25, 2005·Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences·M Y ChoiR E Miller
Mar 29, 2007·The Journal of Physical Chemistry. a·Myong Yong Choi, Roger E Miller
Apr 12, 2007·The Journal of Physical Chemistry. a·Yoshiya InokuchiTakayuki Ebata
Jul 12, 2008·The Journal of Physical Chemistry. a·Myong Yong ChoiRoger E Miller
Dec 31, 2009·The Journal of Physical Chemistry. a·William H JamesTimothy S Zwier
Mar 15, 2011·Physical Chemistry Chemical Physics : PCCP·Woon Yong SohnHyuk Kang
Apr 15, 2011·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Richard J PlowrightMichel Mons
Jul 20, 2011·Chemical Society Reviews·Tamás A Martinek, Ferenc Fülöp
Sep 29, 2011·Journal of the American Society for Mass Spectrometry·Yong Jin BaeMyung Soo Kim
Aug 9, 2012·Chemical Reviews·Dan-Wei ZhangZhan-Ting Li
Dec 5, 2012·Physical Chemistry Chemical Physics : PCCP·Woon Yong SohnMasaaki Fujii
Dec 10, 2013·Journal of the American Chemical Society·Joshua A SilveiraDavid H Russell

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Citations

Sep 16, 2019·The Journal of Chemical Physics·Satish KumarAloke Das
Aug 14, 2020·The Journal of Physical Chemistry Letters·Jang Han KwonHyuk Kang
Nov 6, 2020·Chemical Reviews·Eric GloaguenMarkus Gerhards

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