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A fragmentation study of isoflavones in negative electrospray ionization by MSn ion trap mass spectrometry and triple quadrupole mass spectrometry.
Rapid Commun Mass Spectrom. 2007; 21(6):857-68.RC

Abstract

This study has elucidated the fragmentation pathway for deprotonated isoflavones in electrospray ionization using MS(n) ion trap mass spectrometry and triple quadrupole mass spectrometry. Genistein-d(4) and daidzein-d(3) were used as references for the clarification of fragment structures. To confirm the relationship between precursor and product ions, some fragments were traced from MS(2) to MS(5). The previous literature for the structurally related flavones and flavanones located the loss of ketene (C(2)H(2)O) to ring C, whereas the present fragmentation study for isoflavones has shown that the loss of ketene occurs at ring A. In the further fragmentation of the [M-H-CH(3)](-*) radical anion of methoxylated isoflavones, loss of a hydrogen atom was commonly found. [M-H-CH(3)-CO-B-ring](-) is a characteristic fragment ion of glycitein and can be used to differentiate glycitein from its isomers. Neutral losses of CO and CO(2) were prominent in the fragmentation of deprotonated anions in ion trap mass spectrometry, whereas recyclization cleavage accounted for a very small proportion. In comparison with triple quadrupole mass spectrometry, ion trap MS(n) mass spectrometry has the advantage of better elucidation of the relationship between precursor and product ions.

Authors+Show Affiliations

Department of Chemistry, University of Wollongong, Wollongong NSW, 2522, Australia.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17294515

Citation

Kang, Jinguo, et al. "A Fragmentation Study of Isoflavones in Negative Electrospray Ionization By MSn Ion Trap Mass Spectrometry and Triple Quadrupole Mass Spectrometry." Rapid Communications in Mass Spectrometry : RCM, vol. 21, no. 6, 2007, pp. 857-68.
Kang J, Hick LA, Price WE. A fragmentation study of isoflavones in negative electrospray ionization by MSn ion trap mass spectrometry and triple quadrupole mass spectrometry. Rapid Commun Mass Spectrom. 2007;21(6):857-68.
Kang, J., Hick, L. A., & Price, W. E. (2007). A fragmentation study of isoflavones in negative electrospray ionization by MSn ion trap mass spectrometry and triple quadrupole mass spectrometry. Rapid Communications in Mass Spectrometry : RCM, 21(6), 857-68.
Kang J, Hick LA, Price WE. A Fragmentation Study of Isoflavones in Negative Electrospray Ionization By MSn Ion Trap Mass Spectrometry and Triple Quadrupole Mass Spectrometry. Rapid Commun Mass Spectrom. 2007;21(6):857-68. PubMed PMID: 17294515.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A fragmentation study of isoflavones in negative electrospray ionization by MSn ion trap mass spectrometry and triple quadrupole mass spectrometry. AU - Kang,Jinguo, AU - Hick,Larry A, AU - Price,William E, PY - 2007/2/13/pubmed PY - 2007/5/10/medline PY - 2007/2/13/entrez SP - 857 EP - 68 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 21 IS - 6 N2 - This study has elucidated the fragmentation pathway for deprotonated isoflavones in electrospray ionization using MS(n) ion trap mass spectrometry and triple quadrupole mass spectrometry. Genistein-d(4) and daidzein-d(3) were used as references for the clarification of fragment structures. To confirm the relationship between precursor and product ions, some fragments were traced from MS(2) to MS(5). The previous literature for the structurally related flavones and flavanones located the loss of ketene (C(2)H(2)O) to ring C, whereas the present fragmentation study for isoflavones has shown that the loss of ketene occurs at ring A. In the further fragmentation of the [M-H-CH(3)](-*) radical anion of methoxylated isoflavones, loss of a hydrogen atom was commonly found. [M-H-CH(3)-CO-B-ring](-) is a characteristic fragment ion of glycitein and can be used to differentiate glycitein from its isomers. Neutral losses of CO and CO(2) were prominent in the fragmentation of deprotonated anions in ion trap mass spectrometry, whereas recyclization cleavage accounted for a very small proportion. In comparison with triple quadrupole mass spectrometry, ion trap MS(n) mass spectrometry has the advantage of better elucidation of the relationship between precursor and product ions. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/17294515/A_fragmentation_study_of_isoflavones_in_negative_electrospray_ionization_by_MSn_ion_trap_mass_spectrometry_and_triple_quadrupole_mass_spectrometry_ DB - PRIME DP - Unbound Medicine ER -