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Structural analysis of permethylated oligosaccharides using electrospray ionization quadrupole time-of-flight tandem mass spectrometry and deutero-reduction.
Rapid Commun Mass Spectrom. 2004; 18(20):2451-64.RC

Abstract

Deutero-reduced permethylated oligosaccharides were analyzed by electrospray ionization mass spectrometry (ESI-MS) and tandem mass spectrometry (MS/MS) using a hybrid quadrupole orthogonal acceleration time-of-flight mass spectrometer, fitted with a nanoflow ESI source. Under these ionization conditions such derivatives preferentially form sodiated molecular species in addition to protonated molecular species. Under collision-induced dissociation, protonated and sodiated molecular species yield simple and predictable fragment mass spectra. A systematic study was conducted on a series of deutero-reduced permethylated glycans to allow rationalization of the fragmentation processes. MS/MS spectra were characterized by fragments resulting from the cleavage of glycosidic bonds. These fragments originating from both the reducing and the non-reducing ends of the glycan yield information on sequence and branching. Furthermore, the substituent 3-linked to a HexNAc unit was readily eliminated. Special attention was devoted to a systematic study of fucosylated glycans. The fucosylated deutero-reduced permethylated glycans were submitted to an acidic hydrolysis, releasing specifically the fucosyl residues. The nascent free hydroxyl groups were subsequently CD3-labelled in order to determine the positions initially bearing the fucosyl residues along the oligosaccharide backbone. This methodology was finally applied to characterize a glycan pool enzymatically released from glycoproteins. The present data show that structural elucidation can be achieved at the 50 fmol level.

Authors+Show Affiliations

Unité Mixte de Recherche CNRS/USTL 8576, Glycobiologie Structurale et Fonctionnelle, IFR 118, Université des Sciences et Technologies de Lille 1, 59655 Villeneuve d'Ascq Cedex, France. willy.morelle@univ-lillel.frNo affiliation info availableNo affiliation info available

Pub Type(s)

Comparative Study
Evaluation Study
Journal Article
Research Support, Non-U.S. Gov't
Validation Study

Language

eng

PubMed ID

15384134

Citation

Morelle, Willy, et al. "Structural Analysis of Permethylated Oligosaccharides Using Electrospray Ionization Quadrupole Time-of-flight Tandem Mass Spectrometry and Deutero-reduction." Rapid Communications in Mass Spectrometry : RCM, vol. 18, no. 20, 2004, pp. 2451-64.
Morelle W, Faid V, Michalski JC. Structural analysis of permethylated oligosaccharides using electrospray ionization quadrupole time-of-flight tandem mass spectrometry and deutero-reduction. Rapid Commun Mass Spectrom. 2004;18(20):2451-64.
Morelle, W., Faid, V., & Michalski, J. C. (2004). Structural analysis of permethylated oligosaccharides using electrospray ionization quadrupole time-of-flight tandem mass spectrometry and deutero-reduction. Rapid Communications in Mass Spectrometry : RCM, 18(20), 2451-64.
Morelle W, Faid V, Michalski JC. Structural Analysis of Permethylated Oligosaccharides Using Electrospray Ionization Quadrupole Time-of-flight Tandem Mass Spectrometry and Deutero-reduction. Rapid Commun Mass Spectrom. 2004;18(20):2451-64. PubMed PMID: 15384134.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Structural analysis of permethylated oligosaccharides using electrospray ionization quadrupole time-of-flight tandem mass spectrometry and deutero-reduction. AU - Morelle,Willy, AU - Faid,Valegh, AU - Michalski,Jean-Claude, PY - 2004/9/24/pubmed PY - 2004/12/16/medline PY - 2004/9/24/entrez SP - 2451 EP - 64 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 18 IS - 20 N2 - Deutero-reduced permethylated oligosaccharides were analyzed by electrospray ionization mass spectrometry (ESI-MS) and tandem mass spectrometry (MS/MS) using a hybrid quadrupole orthogonal acceleration time-of-flight mass spectrometer, fitted with a nanoflow ESI source. Under these ionization conditions such derivatives preferentially form sodiated molecular species in addition to protonated molecular species. Under collision-induced dissociation, protonated and sodiated molecular species yield simple and predictable fragment mass spectra. A systematic study was conducted on a series of deutero-reduced permethylated glycans to allow rationalization of the fragmentation processes. MS/MS spectra were characterized by fragments resulting from the cleavage of glycosidic bonds. These fragments originating from both the reducing and the non-reducing ends of the glycan yield information on sequence and branching. Furthermore, the substituent 3-linked to a HexNAc unit was readily eliminated. Special attention was devoted to a systematic study of fucosylated glycans. The fucosylated deutero-reduced permethylated glycans were submitted to an acidic hydrolysis, releasing specifically the fucosyl residues. The nascent free hydroxyl groups were subsequently CD3-labelled in order to determine the positions initially bearing the fucosyl residues along the oligosaccharide backbone. This methodology was finally applied to characterize a glycan pool enzymatically released from glycoproteins. The present data show that structural elucidation can be achieved at the 50 fmol level. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/15384134/Structural_analysis_of_permethylated_oligosaccharides_using_electrospray_ionization_quadrupole_time_of_flight_tandem_mass_spectrometry_and_deutero_reduction_ L2 - https://doi.org/10.1002/rcm.1640 DB - PRIME DP - Unbound Medicine ER -