Fast atom bombardment and tandem mass spectrometry for structure determination of steroid and flavonoid glycosides

Frank W. Crow, Kenneth B. Tomer, James H. Looker, Michael L. Gross

Research output: Contribution to journalArticlepeer-review

72 Scopus citations

Abstract

The combination of fast atom bombardment (FAB) and tandem mass spectrometry (MS-MS) was tested for its applicability to generate useful structural information for steroid and flavonoid glycosides. The following compounds were investigated: quercetin, myricitrin, apigetrin, fraxin, rutin, neohesperidin, hesperidin, naringin, apiin, cymarin, digoxin, digitoxin, xanthorhamnin, and frangulin. Upon FAB, the sample molecules are desorbed as (M + H)+, (M - H)-, or as (M + Na)+ or (M + K)+. Collisional activation of (M + H)+ or (M - H)- ions in the MS-MS experiment leads to sequential losses of glycoside moieties in a manner which permits the sequence of glycosides to be established. Some glycosides occur as mixtures of homologs. Proper interpretation of the MS-MS or collisional activation decomposition spectra often allows the homology to be located. In addition to the simple and highly selective fragmentations observed in this combined experiment, FAB and MS-MS also remove interference caused by the ubiquitous matrix ions which are desorbed by FAB.

Original languageEnglish
Pages (from-to)286-307
Number of pages22
JournalAnalytical Biochemistry
Volume155
Issue number2
DOIs
StatePublished - Jun 1986

Keywords

  • FAB
  • fast atom bombardment
  • flavonoid glycosides
  • tandem mass spectrometry, MS MS

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