Direct stereochemical assignment of hexose and pentose residues in flavonoid O-glycosides by fast atom bombardment and electrospray ionization mass spectrometry

被引:44
作者
Cuyckens, F [1 ]
Shahat, AA [1 ]
Pieters, L [1 ]
Claeys, M [1 ]
机构
[1] Univ Instelling Antwerp, Dept Pharmaceut Sci, B-2610 Antwerp, Belgium
来源
JOURNAL OF MASS SPECTROMETRY | 2002年 / 37卷 / 12期
关键词
flavonoid glycosides; sugar residues; electrospray ionization; fast atom bombardment;
D O I
10.1002/jms.402
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Mass spectrometric methods have been developed which allow the direct stereochemical assignment of terminal monosaccharide residues in flavonoid O-glycosides without the need for chemical hydrolysis. Standards containing a glucose, galactose, mannose, xylose, arabinose or apiose residue were examined because these monosaccharides are by far the most commonly encountered in flavonoid glycosides. Following acetylation, the major peracetylated sugar related fragments, generated by fast atom bombardment (FAB) or electrospray ionization (ESI), were selected for collisional. activation employing a broad range of collision energies. Both FAB and ESI proved to be useful as ionization techniques. Stereoselective fragmentation was achieved and allowed us clearly to differentiate and characterize isomeric monosaccharide residues. The method developed was successfully applied to an unknown flavonoid containing a terminal pentose and hexose residue which was isolated from Farsetia aegyptia. Copyright (C) 2002 John Wiley Sons, Ltd.
引用
收藏
页码:1272 / 1279
页数:8
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