High-performance liquid chromatography/electrospray ionization ion-trap mass spectrometry for analysis of oligosaccharides derivatized by reductive amination and N,N-dimethylation

被引：32

作者：

Broberg, Anders ^{[1
]}

机构：

[1] Swedish Univ Agr Sci, Dept Chem, SE-75007 Uppsala, Sweden

来源：

CARBOHYDRATE RESEARCH | 2007年 / 342卷 / 11期

关键词：

graphitized carbon column; oligosaccharides; reductive amination; electrospray ionization; ion-trap mass spectrometry; fucose migration; milk oligosaccharides;

D O I：

10.1016/j.carres.2007.04.020

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Milk oligosaccharides derivatized by reductive amination with benzylamine followed by N,N-dimethylation (DMBA-oligosaccharides), were analyzed by high-performance liquid chromatography/electro spray ionization ion-trap mass spectrometry (HPLC/ESI-ITMS). Separation of DMBA-oligosaccharides was achieved on a graphitized carbon column eluted with aqueous acetonitrile and the DMBA-oligosaccharides were detected by positive-ion mode ESI-ITMS allowing sample amounts down to similar to 30 fmol of single DMBA-oligosaccharides injected on the HPLC column. MS/MS operation of the mass spectrometer resulted in the detection of diagnostic fragments, mainly belonging to the Y-series, allowing differentiation between isomeric milk oligosaccharides. HPLC/ESI-ITMS/MS/MS experiments indicated the migration of fucose residues of the DMBA milk oligosaccharides to the modified reducing end glucose residue during analysis, a migration previously only observed for proton adduct ions. (c) 2007 Published by Elsevier Ltd.

引用

页码：1462 / 1469

页数：8

共 26 条

[1] On-line high-performance liquid chromatography/mass spectrometric characterization of native oligosaccharides from glycoproteins [J].

Barroso, B ;

Dijkstra, R ;

Geerts, M ;

Lagerwerf, F ;

van Veelen, P ;

de Ru, A .

RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2002, 16 (13) :1320-1329

[2]

Broberg S, 2000, RAPID COMMUN MASS SP, V14, P1801, DOI 10.1002/1097-0231(20001015)14:19<1801::AID-RCM96>3.0.CO

[3]

2-E

[4] Intramolecular interchain reactions in bidesmosidic glycosides, a new insight into carbohydrate rearrangements induced by electrospray ionisation [J].

Dal Piaz, Fabrizio ;

De Leo, Marinella ;

Braca, Alessandra ;

De Simone, Francesco ;

De Tommasi, Nunziatina .

RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2007, 21 (03) :286-296

[5] A SYSTEMATIC NOMENCLATURE FOR CARBOHYDRATE FRAGMENTATIONS IN FAB-MS MS SPECTRA OF GLYCOCONJUGATES [J].

DOMON, B ;

COSTELLO, CE .

GLYCOCONJUGATE JOURNAL, 1988, 5 (04) :397-409

[6] Evidence for long-range glycosyl transfer reactions in the gas phase [J].

Franz, AH ;

Lebrilla, CB .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2002, 13 (04) :325-337

[7] MALDI-FTMS characterization of oligosaccharides labeled with 9-aminofluorene [J].

Franz, AH ;

Molinski, TF ;

Lebrilla, CB .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2001, 12 (12) :1254-1261

[8] Internal residue loss: Rearrangements occurring during the fragmentation of carbohydrates derivatized at the reducing terminus [J].

Harvey, DJ ;

Mattu, TS ;

Wormald, MR ;

Royle, L ;

Dwek, RA ;

Rudd, PM .

ANALYTICAL CHEMISTRY, 2002, 74 (04) :734-740

[9] Microanalysis of N-linked oligosaccharides in a glycoprotein by capillary liquid chromatography/mass spectrometry and liquid chromatography/tandem mass spectrometry [J].

Kawasaki, N ;

Itoh, S ;

Ohta, M ;

Hayakawa, T .

ANALYTICAL BIOCHEMISTRY, 2003, 316 (01) :15-22

[10] HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF MONOSACCHARIDES AND OLIGOSACCHARIDES ON A GRAPHITIZED CARBON COLUMN [J].

KOIZUMI, K ;

OKADA, Y ;

FUKUDA, M .

CARBOHYDRATE RESEARCH, 1991, 215 (01) :67-80

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