3-Aminoquinoline Acting as Matrix and Derivatizing Agent for MALDI MS Analysis of Oligosaccharides
- 13 April 2010
- journal article
- Published by American Chemical Society (ACS) in Analytical Chemistry
- Vol. 82 (9), 3719-3726
- https://doi.org/10.1021/ac1001096
Abstract
Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) is a widely used method in oligosaccharide analysis. Underivatized oligosaccharides are not well-suited for that purpose due to their low ionization efficiency; however, derivatization requires tedious sample purification steps which may lead to sample losses, thereby decreasing its benefit. On-target derivatization performed by the matrix 3-aminoquinoline does not require such purification and yields Schiff bases which can be measured in positive and negative ion mode from one single spot. In negative ion mode, spectra from anionic adducts of the derivatives can be acquired from 1 fmol of oligosaccharide. Furthermore, postsource decay (PSD) fragmentation in positive and negative ion mode is enhanced, providing information on oligosaccharide sequence, linkage, and branching. Optimization of reaction conditions and matrix solution led to a complete and reproducible derivatization for all tested standard oligosaccharides. Finally, the method was applied to trifucosyllacto-N-hexaose and trifucosyl-para-lacto-N-hexaose, two isomers occurring in human breast milk samples, which were easily identified and distinguished.Keywords
This publication has 44 references indexed in Scilit:
- Mass spectrometric analysis of carbohydrates labeled with a biotinylated tagRapid Communications in Mass Spectrometry, 2009
- Towards an integrated proteomic and glycomic approach to finding cancer biomarkersGenome Medicine, 2009
- Use of a 2,5-Dihydroxybenzoic Acid/Aniline MALDI Matrix for Improved Detection and On-Target Derivatization of Glycans: A Preliminary ReportAnalytical Chemistry, 2006
- Nothing in Glycobiology Makes Sense, except in the Light of EvolutionCell, 2006
- Sweet spots in functional glycomicsNature Chemical Biology, 2006
- Semiquantitative analysis of isomeric oligosaccharides by negative‐ion mode UV‐MALDI TOF postsource decay mass spectrometry and their fragmentation mechanism study at N‐acetyl hexosamine moietyJournal of Mass Spectrometry, 2006
- Structural determination ofN-linked glycans by matrix-assisted laser desorption/ionization and electrospray ionization mass spectrometryProteomics, 2005
- Chemical remodelling of cell surfaces in living animalsNature, 2004
- Mass spectrometry of oligosaccharidesMass Spectrometry Reviews, 2004
- A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugatesGlycoconjugate Journal, 1988