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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: 2014-09-172015-04-14
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