Separation of isomeric 2-aminopyridine derivatized N-glycans and N-glycopeptides of human serum immunoglobulin G by using a zwitterionic type of hydrophilic-interaction chromatography

Takegawa, Yasuhiro; Deguchi, Kisaburo; Keira, Takuro; Ito, Hiroki; Nakagawa, Hiroaki; Nishimura, Shin‐Ichiro

doi:10.1016/j.chroma.2006.02.010

Cited by 120 publications

(100 citation statements)

References 35 publications

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“…The chromatography of carbohydrates conducted on HILIC stationary phases has been shown to involve a partitioning mechanism in contrast to the traditional adsorption chromatography on normal phase materials [1]. HILIC allows analytes to interact with highly polar (hydrophilic) stationary phases such as bare silica particles, amine-, hydroxy-, amide-bonded or zwitterionic (ZIC-HILIC) particles or monoliths [2][3][4] by applying a polar mobile phase with a high content of organic solvent. A binary gradient is often used for HILIC applications, consisting of an aqueous part (containing some salt and/or acid) and a less polar organic solvent, mostly acetonitrile, with increasing aqueous portions promoting the elution of hydrophilic molecules [2].…”

Section: Introductionmentioning

confidence: 99%

Recent advances in hydrophilic interaction liquid chromatography (HILIC) for structural glycomics

2011

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This review presents recent progress in employing hydrophilic interaction liquid chromatography (HILIC) for glycan and glycopeptides analysis. After an introduction of this technique, the following themes are addressed: (i) implementation of HILIC in large-scale studies for analyzing the human plasma N-glycome; (ii) the use of HILIC UPLC (ultrahigh pressure liquid chromatography) for fast high-resolution runs and its successful application with online MS for glycan and glycopeptide analysis; (iii) high-throughput profiling using HILIC solid-phase extraction in combination with MS detection; (iv) HILIC sample preparation for CE and CGE; (v) the latest glycoproteomic approaches implementing HILIC separation; (vi) future perspectives of HILIC including its use in large-scale glycoproteomics studies such as the analysis of entire glycoproteomes at the glycopeptide level.

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Section: Introductionmentioning

confidence: 99%

Recent advances in hydrophilic interaction liquid chromatography (HILIC) for structural glycomics

2011

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“…In particular, the puriˆca-tion/separation of isomeric glycans must be performed very carefully since only an MS n spectral library of pure standards (quality) can be used for MS n spectral matching, and also for the determination of the mixing ratio of isomers (30). (4) HPLC columns are highly capable of distinguishing between the structures of isomeric glycans (54)(55)(56)(57). Thus, the HPLC retention times of glycans also provide very useful information for the assignment of these molecules.…”

Section: Issues To Be Addressedmentioning

confidence: 99%

Untitled

Deguchi

2008

TIGG

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Key Words: oligosaccharides, mass spectrometry, spectral library,glycopeptides A. IntroductionDNA sequences are now routinely analyzed by using highthroughput polymerase chain reaction (PCR) and DNA sequencers. Trace analyses of proteins are also being performed by combining highly selective and sensitive mass spectrometry (MS) with a universal protein database (e.g., SWISS-PROT) (1). However, for oligosaccharides (glycans), MS-based analysis continues to be associated with many di‹culties despite the fact that the molecular weights of glycans (a few hundred to a few thousand Daltons) are considerably smaller than are those of proteins and DNA. The reason for such di‹culties stems from the structural diversity of these molecules and the existence of structural isomers, the latter of which are inherent features of glycans that arise from various glycoside linkages, branching, anomeric (a, b) conˆgurations, and monosaccharide isomers. Isomers pose various problems for MS analysis, a technique that is based on the measurement of ion mass (m/z: mass-to-charge ratio). A further di‹culty is related to the heterogeneity of the N-and O-glycans attached to proteins There are, for example, 16 diŠerent types of neutral N-glycan associated with the human IgG protein (2). Consequently, the amount of each glycan is considerably smaller than that of the parent protein. Therefore, analysis of glycans requires an appreciably more sensitive MS and a much more meticulous sample preparation in order to minimize glycan loss (3-5).Last year, MS-based analytical methods for glycans and glycoproteins (i.e., glycomics and glycoproteomics) were widely reviewed in this journal (6,7). Although some duplication of this material is unavoidable, I would like to review the problems associated with current MS techniques, and in particular focus on the assignment of glycans based on MS n spectral database and matching. I will also brie‰y describe the future prospects for these techniques. B. MS-based structural analysis of glycansGlycans containing many hydroxyl groups are nonvolatile

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“…HILIC can separate and purify polar compounds without organic modifiers or ion-pairing agents, and also has the unique advantages of high efficiency, high recovery, and easy to scale-up. Consequently, this separation technique has been proposed as a good alternative to reversedphase HPLC for the isolation and purification of polar natural products [16][17][18][19]. To the best of our knowledge, a few papers have reported on the use of analytical HILIC for the analysis and determination of steviol glycosides in the plant extracts or other else.…”

Section: Introductionmentioning

confidence: 99%

Preparative separation of steviol glycosides fromStevia rebaudianabertoni by macroporous resin and preparative HPLC

Kuang

Yuan

et al. 2014

Acta Chromatographica

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Summary.In this article, a rapid, novel, and effective method was presented to separate pure steviol glycosides from leaves of Stevia rebaudiana Bertoni, including stevioside, rebaudioside A, and rebaudioside C, using resin-based column chromatography followed by preparative high-performance liquid chromatography under hydrophilic interaction liquid chromatography (HILIC) mode. The separation procedure was first optimized on an analytical HILIC column and then scaled up on a preparative HILIC column using a mobile phase consisting of 83% acetonitrile in water with flow rate of 10 mL⋅min −1 at 25°C. 200 mg of the crude extract containing 68.1% steviol glycosides yielded 79.2 mg stevioside, 9.4 mg rebaudioside C, and 33.7 mg rebaudioside A, with the purities of 97.5%, 96.8%, and 97.2%, respectively. Those products were identified by MS, 1 H NMR, and 13 C NMR.

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Separation of isomeric 2-aminopyridine derivatized N-glycans and N-glycopeptides of human serum immunoglobulin G by using a zwitterionic type of hydrophilic-interaction chromatography

Cited by 120 publications

References 35 publications

Recent advances in hydrophilic interaction liquid chromatography (HILIC) for structural glycomics

Recent advances in hydrophilic interaction liquid chromatography (HILIC) for structural glycomics

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Preparative separation of steviol glycosides fromStevia rebaudianabertoni by macroporous resin and preparative HPLC

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