Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy

The recognition of enantiomeric molecules by chemical analytical techniques is still a challenge. A method based on d-DNP (dissolution dynamic nuclear polarization) NMR spectroscopy to study chiral recognition was described for the first time [1]. DNP allows NMR sensitivity to be boosted by several...

Descripción completa

Detalles Bibliográficos
Autores: Monteagudo Soldevilla, Eva|||0000-0002-5507-0108, Virgili, Albert|||0000-0003-2611-0091, Parella Coll, Teodor|||0000-0002-1914-2709, Pérez-Trujillo, Míriam|||0000-0002-6919-7417
Tipo de recurso: artículo
Fecha de publicación:2018
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:216855
Acceso en línea:https://ddd.uab.cat/record/216855
https://dx.doi.org/urn:doi:10.3390/proceedings2010066
Access Level:acceso abierto
id ES_57b9b6d83d55805d2fecbc360e0902f0
oai_identifier_str oai:ddd.uab.cat:216855
network_acronym_str ES
network_name_str España
repository_id_str
spelling Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopyMonteagudo Soldevilla, Eva|||0000-0002-5507-0108Virgili, Albert|||0000-0003-2611-0091Parella Coll, Teodor|||0000-0002-1914-2709Pérez-Trujillo, Míriam|||0000-0002-6919-7417The recognition of enantiomeric molecules by chemical analytical techniques is still a challenge. A method based on d-DNP (dissolution dynamic nuclear polarization) NMR spectroscopy to study chiral recognition was described for the first time [1]. DNP allows NMR sensitivity to be boosted by several orders of magnitude, overcoming one of the main limitations of NMR spectroscopy [2]. A method integrating d-DNP and 13C-NMR-aided enantiodifferentiation using chiral solvating agents (CSA) was developed, in which only the chiral analyte was hyperpolarized and selectively observed by NMR. The described method enhances the sensitivity of the conventional NMR-based procedure [3] and lightens the common problem of signal overlapping between analyte and CSA. As proof of concept, racemic metabolite 13C-labeled DL-methionine was enantiodifferentiated by a single-scan 13C-NMR experiment. This method entails a step forward in the chiral recognition of small molecules by NMR spectroscopy; it opens new possibilities in situations where the sensitivity is limited, for example, when low analyte concentration is available or when measurement of an insensitive nucleus is required. The advantages and current limitations of the method, as well as future perspectives, are discussed. 22018-01-0120182018-01-01Articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/216855https://dx.doi.org/urn:doi:10.3390/proceedings2010066reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengopen accesshttp://purl.org/coar/access_right/c_abf2Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original.https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:2168552026-06-06T12:50:31Z
dc.title.none.fl_str_mv Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
title Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
spellingShingle Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
Monteagudo Soldevilla, Eva|||0000-0002-5507-0108
title_short Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
title_full Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
title_fullStr Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
title_full_unstemmed Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
title_sort Chiral recognition by dissolution dynamic nuclear polarization NMR spectroscopy
dc.creator.none.fl_str_mv Monteagudo Soldevilla, Eva|||0000-0002-5507-0108
Virgili, Albert|||0000-0003-2611-0091
Parella Coll, Teodor|||0000-0002-1914-2709
Pérez-Trujillo, Míriam|||0000-0002-6919-7417
author Monteagudo Soldevilla, Eva|||0000-0002-5507-0108
author_facet Monteagudo Soldevilla, Eva|||0000-0002-5507-0108
Virgili, Albert|||0000-0003-2611-0091
Parella Coll, Teodor|||0000-0002-1914-2709
Pérez-Trujillo, Míriam|||0000-0002-6919-7417
author_role author
author2 Virgili, Albert|||0000-0003-2611-0091
Parella Coll, Teodor|||0000-0002-1914-2709
Pérez-Trujillo, Míriam|||0000-0002-6919-7417
author2_role author
author
author
description The recognition of enantiomeric molecules by chemical analytical techniques is still a challenge. A method based on d-DNP (dissolution dynamic nuclear polarization) NMR spectroscopy to study chiral recognition was described for the first time [1]. DNP allows NMR sensitivity to be boosted by several orders of magnitude, overcoming one of the main limitations of NMR spectroscopy [2]. A method integrating d-DNP and 13C-NMR-aided enantiodifferentiation using chiral solvating agents (CSA) was developed, in which only the chiral analyte was hyperpolarized and selectively observed by NMR. The described method enhances the sensitivity of the conventional NMR-based procedure [3] and lightens the common problem of signal overlapping between analyte and CSA. As proof of concept, racemic metabolite 13C-labeled DL-methionine was enantiodifferentiated by a single-scan 13C-NMR experiment. This method entails a step forward in the chiral recognition of small molecules by NMR spectroscopy; it opens new possibilities in situations where the sensitivity is limited, for example, when low analyte concentration is available or when measurement of an insensitive nucleus is required. The advantages and current limitations of the method, as well as future perspectives, are discussed.
publishDate 2018
dc.date.none.fl_str_mv 2
2018-01-01
2018
2018-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://ddd.uab.cat/record/216855
https://dx.doi.org/urn:doi:10.3390/proceedings2010066
url https://ddd.uab.cat/record/216855
https://dx.doi.org/urn:doi:10.3390/proceedings2010066
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
reponame_str Dipòsit Digital de Documents de la UAB
collection Dipòsit Digital de Documents de la UAB
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869408473364561920
score 15,301603

Similares en LA Referencia