FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY

Saponins are glycosides regularly found in plants, and they are frequently analyzed by means of electrospray ion sources and tandem mass spectrometry (ESI/MSn), not only to obtain an overall molecular weight through the high sensitivity of mass spectrometry, but also to obtain their structural infor...

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Autores principales: Guillermo MONTOYA, Nora JIMÉNEZ
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Publicado: Universidad de Antioquia 2011
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spelling oai:doaj.org-article:45c96b9abf01442e97a8c46797cab29e2021-12-02T10:56:04ZFALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY0121-4004https://doaj.org/article/45c96b9abf01442e97a8c46797cab29e2011-09-01T00:00:00Zhttp://www.scielo.org.co/scielo.php?script=sci_arttext&pid=S0121-40042011000300010&lng=en&tlng=enhttps://doaj.org/toc/0121-4004Saponins are glycosides regularly found in plants, and they are frequently analyzed by means of electrospray ion sources and tandem mass spectrometry (ESI/MSn), not only to obtain an overall molecular weight through the high sensitivity of mass spectrometry, but also to obtain their structural information. The use of modern analytic techniques (such as ESI/MSn) aids the discovery and quality control assessment of new molecules found in botanicals; however, some rearrangements have been described for oligosaccharides that produce an incorrect elucidation of the molecules. For the first time, evidence for an internal sugar loss on the protonated fragmentation of α-hederin has been reported. This phenomenon can be avoided by using alkali metal ion adducts, such as lithium and sodium cations, to confirm the real sugar sequence when a structural identification is performed. In this study, the structural characterization of α-hederin and hederacoside C is conducted by comparing positive and negative modes. Different fragmentation patterns occur, and such patterns are useful in the structural analysis of saponins when they are present on different matrixes.Guillermo MONTOYANora JIMÉNEZUniversidad de Antioquiaarticlepérdida de azúcar internosaponinas triterpénicaselectrospraysistema de ionizaciónespectrometría de masasFood processing and manufactureTP368-456Pharmaceutical industryHD9665-9675ENVitae, Vol 18, Iss 3, Pp 312-318 (2011)
institution DOAJ
collection DOAJ
language EN
topic pérdida de azúcar interno
saponinas triterpénicas
electrospray
sistema de ionización
espectrometría de masas
Food processing and manufacture
TP368-456
Pharmaceutical industry
HD9665-9675
spellingShingle pérdida de azúcar interno
saponinas triterpénicas
electrospray
sistema de ionización
espectrometría de masas
Food processing and manufacture
TP368-456
Pharmaceutical industry
HD9665-9675
Guillermo MONTOYA
Nora JIMÉNEZ
FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY
description Saponins are glycosides regularly found in plants, and they are frequently analyzed by means of electrospray ion sources and tandem mass spectrometry (ESI/MSn), not only to obtain an overall molecular weight through the high sensitivity of mass spectrometry, but also to obtain their structural information. The use of modern analytic techniques (such as ESI/MSn) aids the discovery and quality control assessment of new molecules found in botanicals; however, some rearrangements have been described for oligosaccharides that produce an incorrect elucidation of the molecules. For the first time, evidence for an internal sugar loss on the protonated fragmentation of α-hederin has been reported. This phenomenon can be avoided by using alkali metal ion adducts, such as lithium and sodium cations, to confirm the real sugar sequence when a structural identification is performed. In this study, the structural characterization of α-hederin and hederacoside C is conducted by comparing positive and negative modes. Different fragmentation patterns occur, and such patterns are useful in the structural analysis of saponins when they are present on different matrixes.
format article
author Guillermo MONTOYA
Nora JIMÉNEZ
author_facet Guillermo MONTOYA
Nora JIMÉNEZ
author_sort Guillermo MONTOYA
title FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY
title_short FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY
title_full FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY
title_fullStr FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY
title_full_unstemmed FALSE SUGAR SEQUENCE PHENOMENON AND STRUCTURAL ANALYSIS OF α-HEDERIN AND HEDERACOSIDE C THROUGH ELECTROSPRAY IONIZATION AND MULTI-STAGE TANDEM MASS SPECTROMETRY
title_sort false sugar sequence phenomenon and structural analysis of α-hederin and hederacoside c through electrospray ionization and multi-stage tandem mass spectrometry
publisher Universidad de Antioquia
publishDate 2011
url https://doaj.org/article/45c96b9abf01442e97a8c46797cab29e
work_keys_str_mv AT guillermomontoya falsesugarsequencephenomenonandstructuralanalysisofahederinandhederacosidecthroughelectrosprayionizationandmultistagetandemmassspectrometry
AT norajimenez falsesugarsequencephenomenonandstructuralanalysisofahederinandhederacosidecthroughelectrosprayionizationandmultistagetandemmassspectrometry
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