How to distinguish between feruloyl quinic acids and isoferuloyl quinic acids by liquid chromatography/tandem mass spectrometry

All four regioisomers of feruloyl quinic acid and isoferuloyl quinic acid were synthesized and a liquid chromatography/tandem mass spectrometry (LC/MS/MS) method developed that resolves all eight regioisomers. All eight regioisomers can be readily distinguished by their MS/MS spectra in the negative...

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Bibliographic Details
Published in:Rapid communications in mass spectrometry 2010-06, Vol.24 (11), p.1575-1582
Main Authors: Kuhnert, Nikolai, Jaiswal, Rakesh, Matei, Marius Febi, Sovdat, Tina, Deshpande, Sagar
Format: Article
Language:English
Subjects:
Chromatography, Liquid - methods
Diagnostic systems
Fingerprints
Fragmentation
Human
Humans
Isomerism
Liquid chromatography
Mass spectrometry
Mass Spectrometry - methods
Metabolites
Molecular Structure
Quinic Acid - chemical synthesis
Quinic Acid - chemistry
Spectra
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Summary:All four regioisomers of feruloyl quinic acid and isoferuloyl quinic acid were synthesized and a liquid chromatography/tandem mass spectrometry (LC/MS/MS) method developed that resolves all eight regioisomers. All eight regioisomers can be readily distinguished by their MS/MS spectra in the negative ion mode, illustrating the power of tandem mass spectrometry to elucidate the structures of regioisomeric compounds. Compound identification is possible, either by direct comparison of spectral fingerprints or by rational probing of diagnostic fragment ions, thus allowing the identification of these important classes of natural products and potential human metabolites. Copyright © 2010 John Wiley & Sons, Ltd.
ISSN:0951-4198
1097-0231
1097-0231
DOI:10.1002/rcm.4537