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Structural features of polyacylated anthocyanins using matrix‐assisted laser desorption/ionization and electrospray ionization time‐of‐flight mass spectrometry
Author(s) -
Kasai Hiroko F.,
Saito Norio,
Honda Toshio
Publication year - 2011
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.4956
Subject(s) - chemistry , mass spectrometry , electrospray ionization , ionization , protein mass spectrometry , anthocyanidin , matrix assisted laser desorption/ionization , sample preparation in mass spectrometry , desorption , electrospray , chromatography , analytical chemistry (journal) , ion , pigment , organic chemistry , adsorption
In our continuing studies to isolate water‐soluble vacuolar pigments, we expect to elucidate more structural details using mass spectrometry (MS). Because of its sensitivity, only a small amount of pigment extracted from natural plants is required for MS measurement. Nuclear magnetic resonance is also a useful spectroscopic method for structural determination. In this study, two soft ionization techniques, electrospray ionization (ESI) and matrix‐assisted laser desorption/ionization (MALDI), on time‐of‐flight (TOF) mass spectrometers, were used to analyze five polyacylated anthocyanins with more than two aromatic acid molecules in the side chains. ESI is advantageous for the detection of individual molecular ions, while MALDI is essential for the detection of characteristic fragment ions originating from the anthocyanidin. Although 2,5‐dihydroxybenzoic acid (DHBA) is an effective matrix in MALDI‐TOFMS to obtain informative fragment ions of polyacylated anthocyanins, α‐cyano‐4‐hydroxycinnamic acid (CHCA) is the preferred matrix for the identification of aglycones. In particular, in measurements of polyacylated anthocyanins with two acylated glycoside chains, fragment ions originating from anthocyanidin can only be observed in MALDI‐TOFMS using CHCA as the matrix. Copyright © 2011 John Wiley & Sons, Ltd.