A Contemporary Approach to Study of Anthraquinone Dye Structure by Tandem Mass Spectrometry
- Damian Dąbrowski,
- Katarzyna Lech
Anthraquinone dyes are based on 9,10-dioxoanthracene core substituted by phenol, carboxyl, amine groups as well as glycosides residues (O- or C-). They can be obtained from various sources: plants (belonging to the gena Rubia, Galium, Rhamnus and Asperula) or insects (Porphyrophora, Dactylopius and Kermes). Worldwide prevalence of anthraquinones and their intensive color greatly influenced their popularity and usage as dyes across the centuries. Anthraquinone dyes contain many isomeric colorants and other compounds with various substituents. Therefore, tandem mass spectrometry with electrospray ionization (ESI MS/MS) seems to be an efficient tool in their studies. It is the unique technique for characterizing specific fragmentation pathways, and thus, it allows to differentiate derivatives of anthraquinones. Their fragmentation may occur through cleavage of O-glycoside bond, cross-ring cleavage in C-glycosides, loss of neutral particle such as CO or CO2 from substituent groups or 9,10-dioxoanthracene core as well as via other, more advanced decomposition of the substituents. Hence, MS/MS allows standardless identification of anthraquinones by comparison of their fragment ions acquired. Nowadays anthraquinone natural dyes are often identified in objects of historical value. Most dyestuffs contain more than one coloring matter, so analytical methods for their identification must include separation steps, especially high-performance liquid chromatography (HPLC). Application of ESI MS/MS detection combined with HPLC allows sensitive and selective identification, useful in such studies. This chapter presents the fragmentation pathways of different anthraquinone-based colorants utilised for structural determination of unknown red colorants obtained from various sources and analysed using HPLC-UV-VIS ESI MS/MS system.
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- Taylor James C. James C. Taylor (eds.): Advances in Chemistry Research, vol. 34, 2017, New York, Nova Science Publishers, 243 p., ISBN 978-1-53610-468-4
- https://www.novapublishers.com/catalog/product_info.php?products_id=63068 Opening in a new tab
- (en) English
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- = 5.0, 14-06-2021, MonographChapterAuthor
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