Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration

Detalhes bibliográficos
Autor(a) principal: Calisto, Ítalo H.
Data de Publicação: 2017
Outros Autores: Furlan, Maysa [UNESP], Blanch, Ewan W., Batista, João M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.vibspec.2016.08.002
http://hdl.handle.net/11449/178193
Resumo: The combination of experimental and theoretical Raman optical activity data for the flavone C-diglycoside isoswertisin-4′-methyl-ether-2′′α-L-rhamnoside provided detailed information about its conformational preferences in aqueous solution as well as the absolute configuration of the glycosidic linkage. This work also demonstrated the importance of explicit solvation for accurate predictions of the conformational ensemble and vibrational optical activity properties of natural products in water, as opposed to gas-phase or polarizable continuum model calculations.
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spelling Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configurationDFTDisaccharidesMolecular dynamicsQM/MMROAThe combination of experimental and theoretical Raman optical activity data for the flavone C-diglycoside isoswertisin-4′-methyl-ether-2′′α-L-rhamnoside provided detailed information about its conformational preferences in aqueous solution as well as the absolute configuration of the glycosidic linkage. This work also demonstrated the importance of explicit solvation for accurate predictions of the conformational ensemble and vibrational optical activity properties of natural products in water, as opposed to gas-phase or polarizable continuum model calculations.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Department of Chemistry Federal University of São Carlos—UFSCar, Rod. Washington Luís km 235Institute of Chemistry São Paulo State University—UNESP, Rua Prof. Francisco Degni, 55School of Applied Sciences RMIT University, GPO Box 2476Institute of Chemistry São Paulo State University—UNESP, Rua Prof. Francisco Degni, 55FAPESP: 2014/25222-9FAPESP: 2015/07089-2Universidade Federal de São Carlos (UFSCar)Universidade Estadual Paulista (Unesp)RMIT UniversityCalisto, Ítalo H.Furlan, Maysa [UNESP]Blanch, Ewan W.Batista, João M.2018-12-11T17:29:14Z2018-12-11T17:29:14Z2017-07-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article136-140application/pdfhttp://dx.doi.org/10.1016/j.vibspec.2016.08.002Vibrational Spectroscopy, v. 91, p. 136-140.0924-2031http://hdl.handle.net/11449/17819310.1016/j.vibspec.2016.08.0022-s2.0-849817363832-s2.0-84981736383.pdf1308042794786872Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengVibrational Spectroscopy0,453info:eu-repo/semantics/openAccess2023-11-28T06:13:53Zoai:repositorio.unesp.br:11449/178193Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T18:56:48.314450Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
title Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
spellingShingle Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
Calisto, Ítalo H.
DFT
Disaccharides
Molecular dynamics
QM/MM
ROA
title_short Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
title_full Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
title_fullStr Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
title_full_unstemmed Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
title_sort Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration
author Calisto, Ítalo H.
author_facet Calisto, Ítalo H.
Furlan, Maysa [UNESP]
Blanch, Ewan W.
Batista, João M.
author_role author
author2 Furlan, Maysa [UNESP]
Blanch, Ewan W.
Batista, João M.
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de São Carlos (UFSCar)
Universidade Estadual Paulista (Unesp)
RMIT University
dc.contributor.author.fl_str_mv Calisto, Ítalo H.
Furlan, Maysa [UNESP]
Blanch, Ewan W.
Batista, João M.
dc.subject.por.fl_str_mv DFT
Disaccharides
Molecular dynamics
QM/MM
ROA
topic DFT
Disaccharides
Molecular dynamics
QM/MM
ROA
description The combination of experimental and theoretical Raman optical activity data for the flavone C-diglycoside isoswertisin-4′-methyl-ether-2′′α-L-rhamnoside provided detailed information about its conformational preferences in aqueous solution as well as the absolute configuration of the glycosidic linkage. This work also demonstrated the importance of explicit solvation for accurate predictions of the conformational ensemble and vibrational optical activity properties of natural products in water, as opposed to gas-phase or polarizable continuum model calculations.
publishDate 2017
dc.date.none.fl_str_mv 2017-07-01
2018-12-11T17:29:14Z
2018-12-11T17:29:14Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1016/j.vibspec.2016.08.002
Vibrational Spectroscopy, v. 91, p. 136-140.
0924-2031
http://hdl.handle.net/11449/178193
10.1016/j.vibspec.2016.08.002
2-s2.0-84981736383
2-s2.0-84981736383.pdf
1308042794786872
url http://dx.doi.org/10.1016/j.vibspec.2016.08.002
http://hdl.handle.net/11449/178193
identifier_str_mv Vibrational Spectroscopy, v. 91, p. 136-140.
0924-2031
10.1016/j.vibspec.2016.08.002
2-s2.0-84981736383
2-s2.0-84981736383.pdf
1308042794786872
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Vibrational Spectroscopy
0,453
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 136-140
application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
_version_ 1808129001851453440

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