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Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream

BACKGROUND: This article coincides with the 40 year anniversary of the first published works devoted to the creation of algorithms for computer-aided structure elucidation (CASE). The general principles on which CASE methods are based will be reviewed and the present state of the art in this field w...

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Autores principales: Elyashberg, Mikhail, Blinov, Kirill, Molodtsov, Sergey, Smurnyy, Yegor, Williams, Antony J, Churanova, Tatiana
Formato: Texto
Lenguaje:English
Publicado: Springer 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2816863/
https://www.ncbi.nlm.nih.gov/pubmed/20142986
http://dx.doi.org/10.1186/1758-2946-1-3
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author Elyashberg, Mikhail
Blinov, Kirill
Molodtsov, Sergey
Smurnyy, Yegor
Williams, Antony J
Churanova, Tatiana
author_facet Elyashberg, Mikhail
Blinov, Kirill
Molodtsov, Sergey
Smurnyy, Yegor
Williams, Antony J
Churanova, Tatiana
author_sort Elyashberg, Mikhail
collection PubMed
description BACKGROUND: This article coincides with the 40 year anniversary of the first published works devoted to the creation of algorithms for computer-aided structure elucidation (CASE). The general principles on which CASE methods are based will be reviewed and the present state of the art in this field will be described using, as an example, the expert system Structure Elucidator. RESULTS: The developers of CASE systems have been forced to overcome many obstacles hindering the development of a software application capable of drastically reducing the time and effort required to determine the structures of newly isolated organic compounds. Large complex molecules of up to 100 or more skeletal atoms with topological peculiarity can be quickly identified using the expert system Structure Elucidator based on spectral data. Logical analysis of 2D NMR data frequently allows for the detection of the presence of COSY and HMBC correlations of "nonstandard" length. Fuzzy structure generation provides a possibility to obtain the correct solution even in those cases when an unknown number of nonstandard correlations of unknown length are present in the spectra. The relative stereochemistry of big rigid molecules containing many stereocenters can be determined using the StrucEluc system and NOESY/ROESY 2D NMR data for this purpose. CONCLUSION: The StrucEluc system continues to be developed in order to expand the general applicability, provide improved workflows, usability of the system and increased reliability of the results. It is expected that expert systems similar to that described in this paper will receive increasing acceptance in the next decade and will ultimately be integrated directly to analytical instruments for the purpose of organic analysis. Work in this direction is in progress. In spite of the fact that many difficulties have already been overcome to deliver on the spectroscopist's dream of "fully automated structure elucidation" there is still work to do. Nevertheless, as the efficiency of expert systems is enhanced the solution of increasingly complex structural problems will be achievable.
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spelling pubmed-28168632010-02-08 Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream Elyashberg, Mikhail Blinov, Kirill Molodtsov, Sergey Smurnyy, Yegor Williams, Antony J Churanova, Tatiana J Cheminform Research Article BACKGROUND: This article coincides with the 40 year anniversary of the first published works devoted to the creation of algorithms for computer-aided structure elucidation (CASE). The general principles on which CASE methods are based will be reviewed and the present state of the art in this field will be described using, as an example, the expert system Structure Elucidator. RESULTS: The developers of CASE systems have been forced to overcome many obstacles hindering the development of a software application capable of drastically reducing the time and effort required to determine the structures of newly isolated organic compounds. Large complex molecules of up to 100 or more skeletal atoms with topological peculiarity can be quickly identified using the expert system Structure Elucidator based on spectral data. Logical analysis of 2D NMR data frequently allows for the detection of the presence of COSY and HMBC correlations of "nonstandard" length. Fuzzy structure generation provides a possibility to obtain the correct solution even in those cases when an unknown number of nonstandard correlations of unknown length are present in the spectra. The relative stereochemistry of big rigid molecules containing many stereocenters can be determined using the StrucEluc system and NOESY/ROESY 2D NMR data for this purpose. CONCLUSION: The StrucEluc system continues to be developed in order to expand the general applicability, provide improved workflows, usability of the system and increased reliability of the results. It is expected that expert systems similar to that described in this paper will receive increasing acceptance in the next decade and will ultimately be integrated directly to analytical instruments for the purpose of organic analysis. Work in this direction is in progress. In spite of the fact that many difficulties have already been overcome to deliver on the spectroscopist's dream of "fully automated structure elucidation" there is still work to do. Nevertheless, as the efficiency of expert systems is enhanced the solution of increasingly complex structural problems will be achievable. Springer 2009-03-17 /pmc/articles/PMC2816863/ /pubmed/20142986 http://dx.doi.org/10.1186/1758-2946-1-3 Text en Copyright © 2009 Elyashberg et al; licensee BioMed Central Ltd. http://creativecommons.org/licenses/by/2.0 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Elyashberg, Mikhail
Blinov, Kirill
Molodtsov, Sergey
Smurnyy, Yegor
Williams, Antony J
Churanova, Tatiana
Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
title Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
title_full Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
title_fullStr Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
title_full_unstemmed Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
title_short Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
title_sort computer-assisted methods for molecular structure elucidation: realizing a spectroscopist's dream
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2816863/
https://www.ncbi.nlm.nih.gov/pubmed/20142986
http://dx.doi.org/10.1186/1758-2946-1-3
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