用于质谱分析的聚糖固相全甲基化
Solid-phase permethylation of glycans for mass spectrometric analysis.
作者信息
Kang Pilsoo, Mechref Yehia, Klouckova Iveta, Novotny Milos V
机构信息
Department of Chemistry, Indiana University, Bloomington, IN 47405, USA.
出版信息
Rapid Commun Mass Spectrom. 2005;19(23):3421-8. doi: 10.1002/rcm.2210.
Abstract
A miniaturized approach was developed for quantitative permethylation of oligosaccharides, which involves packing of sodium hydroxide powder in microspin columns or fused-silica capillaries (500 microm i.d.), permitting effective derivatization in less than a minute at microscale. Prior to mass spectrometry, analytes are mixed with methyl iodide in dimethyl sulfoxide solution containing traces of water before infusing through the microreactors. This procedure minimizes oxidative degradation and peeling reactions and avoids the need of excessive clean-up. Picomole amounts of linear and branched, sialylated and neutral glycan samples were rapidly and efficiently permethylated by this approach and analyzed by matrix-assisted laser desorption/ionization mass spectrometry.
摘要
开发了一种用于寡糖定量全甲基化的小型化方法，该方法涉及将氢氧化钠粉末填充到微旋柱或熔融石英毛细管（内径500微米）中，从而能够在微尺度下不到一分钟的时间内实现有效的衍生化。在进行质谱分析之前，将分析物与甲基碘在含有痕量水的二甲亚砜溶液中混合，然后注入微反应器。该程序可将氧化降解和脱糖反应降至最低，并避免了过度净化的需要。通过这种方法，皮摩尔量的线性和支链、唾液酸化和中性聚糖样品能够快速有效地进行全甲基化，并通过基质辅助激光解吸/电离质谱进行分析。
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1
A monolithic PNGase F enzyme microreactor enabling glycan mass mapping of glycoproteins by mass spectrometry.
Rapid Commun Mass Spectrom. 2005;19(12):1730-8. doi: 10.1002/rcm.1979.
2
Elimination of oxidative degradation during the per-O-methylation of carbohydrates.
J Am Chem Soc. 2003 Dec 31;125(52):16213-9. doi: 10.1021/ja035660t.
3
4
Matrix-assisted laser desorption/ionization mass spectrometry compatible beta-elimination of O-linked oligosaccharides.
Rapid Commun Mass Spectrom. 2002;16(12):1199-204. doi: 10.1002/rcm.701.
5
Structural investigations of glycoconjugates at high sensitivity.
Chem Rev. 2002 Feb;102(2):321-69. doi: 10.1021/cr0103017.
6
Microscale nonreductive release of O-linked glycans for subsequent analysis through MALDI mass spectrometry and capillary electrophoresis.
Anal Chem. 2001 Dec 15;73(24):6063-9. doi: 10.1021/ac015534c.
7
A simple sample preparation for enhancing the sensitivity of mass spectrometric oligosaccharide determinations through the use of an adsorptive hydrophobic resin.
Rapid Commun Mass Spectrom. 2000;14(14):1233-7. doi: 10.1002/1097-0231(20000730)14:14<1233::AID-RCM16>3.0.CO;2-P.
8
Changes in glycosylation of human bile-salt-stimulated lipase during lactation.
Arch Biochem Biophys. 2000 May 15;377(2):246-54. doi: 10.1006/abbi.2000.1778.
9
N-linked oligosaccharide structures in the diamine oxidase from porcine kidney.
Carbohydr Res. 2000 Jan 12;323(1-4):111-25. doi: 10.1016/s0008-6215(99)00254-2.
10
Glycosylated major urinary protein of the house mouse: characterization of its N-linked oligosaccharides.
Glycobiology. 2000 Mar;10(3):231-5. doi: 10.1093/glycob/10.3.231.
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