University of Illinois Urbana-Champaign

The Conformational Landscape Of Serinol

Sanz, M. Eugenia

Content Files
TD06_Abstract.pdf
TD06_Abstract.txt
TD06_Presentation.pptx

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https://hdl.handle.net/2142/50929

Description

Title
The Conformational Landscape Of Serinol
Author(s)
Sanz, M. Eugenia
Contributor(s)
  • Alonso, José L.
  • Peña, Isabel
  • Loru, Donatella
Issue Date
2014-06-17
Keyword(s)
Biology, natural substances
Date of Ingest
  • 2014-09-17T16:55:31Z
  • 2015-04-14T18:37:44Z
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.}.
Publisher
International Symposium on Molecular Spectroscopy
Type of Resource
text
Genre of Resource
Conference Paper / Presentation
Language
English
Permalink
http://hdl.handle.net/2142/50929
DOI
https://doi.org/10.15278/isms.2014.TD06
Copyright and License Information
Copyright 2014 by the authors. Licensed under a Creative Commons Attribution 4.0 International License. http://creativecommons.org/licenses/by/4.0/

Owning Collections

Abstracts & Presentations - 2014 International Symposium on Molecular Spectroscopy PRIMARY