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Mass spectrometric profiling of flavonoid glycoconjugates possessing isomeric aglycones.
J Mass Spectrom. 2015 Jan; 50(1):71-80.JM

Abstract

In fields such as food and nutrition science or plant physiology, interest in untargeted profiling of flavonoids continues to expand. The group of flavonoids encompasses several thousands of chemically distinguishable compounds, among which are a number of isobaric compounds with the same elemental composition. Thus, the mass spectrometric identification of these compounds is challenging, especially when reference standards are not available to support their identification. Many different types of isomers of flavonoid glycoconjugates are known, i.e. compounds that differ in their glycosylation position, glycan sequence or type of interglycosidic linkage. This work focuses on the mass spectrometric identification of flavonoid glycoconjugate isomers possessing the same glycan mass and differing only in their aglycone core. A non-targeted HPLC-ESI-MS/MS profiling method using a triple quadrupole MS is presented herein, which utilizes in-source fragmentation and a pseudo-MS(3) approach for the selective analysis of flavonoid glycoconjugates with isomeric/isobaric aglycones. A selective MRM-based identification of the in-source formed isobaric aglycone fragments was established. Additionally, utilizing the precursor scanning capability of the employed triple quadrupole instrument, the developed method enabled the determination of the molecular weight of the studied intact flavonoid glycoconjugate. The versatility of the method was proven with various types of flavonoid aglycones, i.e. anthocyanins, flavonols, flavones, flavanones and isoflavones, along with their representative glycoconjugates. The developed method was also successfully applied to a commercially available sour cherry sample, in which 16 different glycoconjugates of pelargonidin, genistein, cyanidin, kaempferol and quercetin could be tentatively identified, including a number of compounds containing isomeric/isobaric aglycones.

Authors+Show Affiliations

Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, 2 Magyar tudósok krt., Budapest, 1117, Hungary; Department of Applied Chemistry, Faculty of Food Science, Corvinus University of Budapest, 29-33 Villányi, Budapest, 1118, Hungary.No affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25601677

Citation

Abrankó, László, and Blanka Szilvássy. "Mass Spectrometric Profiling of Flavonoid Glycoconjugates Possessing Isomeric Aglycones." Journal of Mass Spectrometry : JMS, vol. 50, no. 1, 2015, pp. 71-80.
Abrankó L, Szilvássy B. Mass spectrometric profiling of flavonoid glycoconjugates possessing isomeric aglycones. J Mass Spectrom. 2015;50(1):71-80.
Abrankó, L., & Szilvássy, B. (2015). Mass spectrometric profiling of flavonoid glycoconjugates possessing isomeric aglycones. Journal of Mass Spectrometry : JMS, 50(1), 71-80. https://doi.org/10.1002/jms.3474
Abrankó L, Szilvássy B. Mass Spectrometric Profiling of Flavonoid Glycoconjugates Possessing Isomeric Aglycones. J Mass Spectrom. 2015;50(1):71-80. PubMed PMID: 25601677.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Mass spectrometric profiling of flavonoid glycoconjugates possessing isomeric aglycones. AU - Abrankó,László, AU - Szilvássy,Blanka, PY - 2014/06/18/received PY - 2014/08/21/revised PY - 2014/08/21/accepted PY - 2015/1/21/entrez PY - 2015/1/21/pubmed PY - 2015/9/22/medline KW - in-source fragmentation KW - isomeric aglycone KW - isomeric flavonoid glycoconjugate KW - mass spectrometry KW - pseudo-MS3 SP - 71 EP - 80 JF - Journal of mass spectrometry : JMS JO - J Mass Spectrom VL - 50 IS - 1 N2 - In fields such as food and nutrition science or plant physiology, interest in untargeted profiling of flavonoids continues to expand. The group of flavonoids encompasses several thousands of chemically distinguishable compounds, among which are a number of isobaric compounds with the same elemental composition. Thus, the mass spectrometric identification of these compounds is challenging, especially when reference standards are not available to support their identification. Many different types of isomers of flavonoid glycoconjugates are known, i.e. compounds that differ in their glycosylation position, glycan sequence or type of interglycosidic linkage. This work focuses on the mass spectrometric identification of flavonoid glycoconjugate isomers possessing the same glycan mass and differing only in their aglycone core. A non-targeted HPLC-ESI-MS/MS profiling method using a triple quadrupole MS is presented herein, which utilizes in-source fragmentation and a pseudo-MS(3) approach for the selective analysis of flavonoid glycoconjugates with isomeric/isobaric aglycones. A selective MRM-based identification of the in-source formed isobaric aglycone fragments was established. Additionally, utilizing the precursor scanning capability of the employed triple quadrupole instrument, the developed method enabled the determination of the molecular weight of the studied intact flavonoid glycoconjugate. The versatility of the method was proven with various types of flavonoid aglycones, i.e. anthocyanins, flavonols, flavones, flavanones and isoflavones, along with their representative glycoconjugates. The developed method was also successfully applied to a commercially available sour cherry sample, in which 16 different glycoconjugates of pelargonidin, genistein, cyanidin, kaempferol and quercetin could be tentatively identified, including a number of compounds containing isomeric/isobaric aglycones. SN - 1096-9888 UR - https://www.unboundmedicine.com/medline/citation/25601677/Mass_spectrometric_profiling_of_flavonoid_glycoconjugates_possessing_isomeric_aglycones_ L2 - https://doi.org/10.1002/jms.3474 DB - PRIME DP - Unbound Medicine ER -