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Title:The Conformational Landscape Of Serinol
Author(s):Sanz, M. Eugenia
Contributor(s):Alonso, José L.; Peña, Isabel; Loru, Donatella
Subject(s):Biology, natural substances
Abstract:The rotational spectrum of the amino alcohol serinol CH$_2$OH--CH(NH$_2$)--CH$_2$OH, which constitutes the hydrophilic head of the lipid sphingosine, has been investigated using chirped-pulsed Fourier transform microwave spectroscopy in combination with laser ablation\footnote{S. Mata, I. Peña, C. Cabezas, J. C. López, J. L. Alonso, J. Mol. Spectrosc. 2012, 280, 91}. Five different forms of serinol have been observed and conclusively identified by the comparison between the experimental values of their rotational and $^{14}$N quadrupole coupling constants and those predicted by ab initio calculations. In all observed conformers several hydrogen bonds are established between the two hydroxyl groups and the amino groups in a chain or circular arrangement. The most abundant conformer is stabilised by O--H···N and N--H···O hydrogen bonds forming a chain rather than a cycle. One of the detected conformers presents a tunnelling motion of the hydrogen atoms of the functional groups similar to that observed in glycerol\footnote{V. V. Ilyushin, R. A. Motiyenko, F. J. Lovas, D. F. Plusquellic, J. Mol. Spectrosc. 2008, 251, 129.}.
Issue Date:2014-06-17
Publisher:International Symposium on Molecular Spectroscopy
Citation Info:Sanz, M.E.; Alonso, J.L.; Peña, I.; Loru, D. THE CONFORMATIONAL LANDSCAPE OF SERINOL. Proceedings of the International Symposium on Molecular Spectroscopy, Urbana, IL, June 16-21, 2014. DOI: 10.15278/isms.2014.TD06
Genre:CONFERENCE PAPER/PRESENTATION
Type:Text
Language:English
URI:http://hdl.handle.net/2142/50929
DOI:10.15278/isms.2014.TD06
Rights Information:Copyright 2014 by the authors. Licensed under a Creative Commons Attribution 4.0 International License. http://creativecommons.org/licenses/by/4.0/
Date Available in IDEALS:2014-09-17
2015-04-14


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