Structural characterisation of underivatised olive pulp xylo-oligosaccharides by mass spectrometry using matrix-assisted laser desorption/ionisation and electrospray ionisation. 2002

Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
Chemistry Department, University of Aveiro, Campus Santiago, 3810-193 Aveiro, Portugal.

Purified olive pulp glucuronoxylans, with a Xyl/GlcA ratio of 7:1, were subjected to mild acid hydrolysis and the mixture of oligosaccharides obtained was fractionated by size exclusion chromatography. One elution fraction representative of low molecular weight oligosaccharides was analysed by mass spectrometry using matrix-assisted laser desorption/ionisation (MALDI) and electrospray ionisation (ESI) as ionisation methods, in the positive mode. Both types of spectra showed cationised molecules [M + Na](+) of xylo-oligosaccharides in a range below m/z 1,000. The xylo-oligosaccharide structures identified were series of neutral oligosaccharides of xylose (Xyl(n), n = 3-7), of acidic oligosaccharides substituted by one glucuronic acid (Xyl(n)GlcA, n = 3-5) and by two glucuronic acid residues (Xyl(n)GlcA(2), n = 2 and 3), and also of acidic oligosaccharides substituted with one 4-O-methylglucuronic acid residue (Xyl(n)meGlcA, n = 2-4). The proposed structures were confirmed by tandem mass (MS/MS) spectra obtained using collision induced dissociation of the molecular ions. Fragmentation of cationised adducts of neutral Xyl(n) yielded C- and A-type fragments, while ammonium adducts mainly yielded B-type fragments. The fragmentation of the sodium adducts of acidic oligosaccharides (Xyl(n)meGlcA, Xyl(n)GlcA) resulted in the loss of the substituting residue (GlcA or meGlcA) as the predominant fragment, while the corresponding ammonium adducts yielded B-type fragments.

UI MeSH Term Description Entries
D008969 Molecular Sequence Data Descriptions of specific amino acid, carbohydrate, or nucleotide sequences which have appeared in the published literature and/or are deposited in and maintained by databanks such as GENBANK, European Molecular Biology Laboratory (EMBL), National Biomedical Research Foundation (NBRF), or other sequence repositories. Sequence Data, Molecular,Molecular Sequencing Data,Data, Molecular Sequence,Data, Molecular Sequencing,Sequencing Data, Molecular
D008970 Molecular Weight The sum of the weight of all the atoms in a molecule. Molecular Weights,Weight, Molecular,Weights, Molecular
D009844 Oligosaccharides Carbohydrates consisting of between two (DISACCHARIDES) and ten MONOSACCHARIDES connected by either an alpha- or beta-glycosidic link. They are found throughout nature in both the free and bound form. Oligosaccharide
D010936 Plant Extracts Concentrated pharmaceutical preparations of plants obtained by removing active constituents with a suitable solvent, which is evaporated away, and adjusting the residue to a prescribed standard. Herbal Medicines,Plant Extract,Extract, Plant,Extracts, Plant,Medicines, Herbal
D002240 Carbohydrate Sequence The sequence of carbohydrates within POLYSACCHARIDES; GLYCOPROTEINS; and GLYCOLIPIDS. Carbohydrate Sequences,Sequence, Carbohydrate,Sequences, Carbohydrate
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D019032 Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization A mass spectrometric technique that is used for the analysis of large biomolecules. Analyte molecules are embedded in an excess matrix of small organic molecules that show a high resonant absorption at the laser wavelength used. The matrix absorbs the laser energy, thus inducing a soft disintegration of the sample-matrix mixture into free (gas phase) matrix and analyte molecules and molecular ions. In general, only molecular ions of the analyte molecules are produced, and almost no fragmentation occurs. This makes the method well suited for molecular weight determinations and mixture analysis. Laser Desorption-Ionization Mass Spectrometry, Matrix-Assisted,MALD-MS,MALDI,Mass Spectrometry, Matrix-Assisted Laser Desorption-Ionization,Mass Spectroscopy, Matrix-Assisted Laser Desorption-Ionization,Matrix-Assisted Laser Desorption-Ionization Mass Spectrometry,Spectroscopy, Mass, Matrix-Assisted Laser Desorption-Ionization,MALDI-MS,MS-MALD,SELDI-TOF-MS,Surface Enhanced Laser Desorption Ionization Mass Spectrometry,Laser Desorption Ionization Mass Spectrometry, Matrix Assisted,MALDI MS,Mass Spectrometry, Matrix Assisted Laser Desorption Ionization,Mass Spectroscopy, Matrix Assisted Laser Desorption Ionization,Matrix Assisted Laser Desorption Ionization Mass Spectrometry
D021241 Spectrometry, Mass, Electrospray Ionization A mass spectrometry technique used for analysis of nonvolatile compounds such as proteins and macromolecules. The technique involves preparing electrically charged droplets from analyte molecules dissolved in solvent. The electrically charged droplets enter a vacuum chamber where the solvent is evaporated. Evaporation of solvent reduces the droplet size, thereby increasing the coulombic repulsion within the droplet. As the charged droplets get smaller, the excess charge within them causes them to disintegrate and release analyte molecules. The volatilized analyte molecules are then analyzed by mass spectrometry. ESI Mass Spectrometry,Electrospray Ionization Mass Spectrometry,Mass Spectrometry, ESI,Spectrometry, ESI Mass
D031658 Olea A plant genus of the family Oleaceae. The olive fruit is the source of OLIVE OIL. Olive Tree,Olives,Common Olive Tree,Olea europaea,Common Olive Trees,Olive,Olive Tree, Common,Olive Trees,Olive Trees, Common,Tree, Common Olive,Tree, Olive,Trees, Common Olive,Trees, Olive

Related Publications

Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
April 2000, FEMS microbiology reviews,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
January 2005, Rapid communications in mass spectrometry : RCM,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
January 1996, Journal of chromatography. A,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
September 2002, Journal of chromatography. A,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
January 2002, Rapid communications in mass spectrometry : RCM,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
April 2003, Journal of mass spectrometry : JMS,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
January 2003, Rapid communications in mass spectrometry : RCM,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
April 2004, Journal of chromatography. A,
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
January 2005, European journal of mass spectrometry (Chichester, England),
Ana Reis, and Manuel A Coimbra, and P Domingues, and A J Ferrer-Correia, and M Rosário M Domingues
January 2003, Rapid communications in mass spectrometry : RCM,
Copied contents to your clipboard!