A novel, simplified strategy of relative quantification N-glycan: Quantitative glycomics using electrospray ionization mass spectrometry through the stable isotopic labeling by transglycosylation reaction of mutant enzyme Endo-M-N175Q

Shi, Qing; Hashimoto, Ryugo; Otsubo, Tadamune; Ikeda, Kiyoshi; Todoroki, Kenichiro; Mizuno, Hajime; Jin, Dongri; Toyo’oka, Toshimasa; Jiang, Zhe; Min, Jun Zhe

doi:10.1016/j.jpba.2017.11.032

Cited by 15 publications

(5 citation statements)

References 35 publications

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“…Early reports of deuterium-based isotopic tags were provided by Bowman and Zaia, who first assessed multiple novel compounds for tetraplex labeling (43) and later applied them for glycan and glycosaminoglycan quantitation (44). Numerous other deuterium-based isotopic labeling strategies have been employed: derivatization with phenyl-methyl-pyrazole (PMP) has been employed to produce a one-pot dual-channel labeling strategy for matrix-assisted laser desorption/ionization (MALDI)-based quantitation of O-glycans (45,46), which was also adapted for in-gel labeling without significant sample loss (47); stabilization and quantitation of sialic-acid-containing glycans was promoted through a solid-phase p-toluidine labeling strategy (48); duplex stable isotope labeling (DuSIL) was developed to discriminate neutral and sialylated glycans without the need for synthesis (49)(50)(51); isomer-specific quantitation of sialic-acid-containing glycans was achieved through Glycoqueing, which enabled sialoglycan stabilization, isomer-specific elution order, and boosted MS signal (52); and quantitation by mutant enzyme reaction stable isotope labeling (QMERSIL) facilitated glycan release and labeling in a single step (53). Other methods for MS 1 level quantitation are reported by Yang et al, (54) who employed a metal chelating agent (p-NH 2 -Bn-DOTA) and rare earth metals to provide a 10 Da mass shift and near 100% labeling efficiency, and the quantification of N-glycan types presented by Li et al (55) that couples endoglycosidase digestion with channel labeling to provide an enrichment-friendly three-plex labeling strategy composition.…”

Section: Isotopic Labelingmentioning

confidence: 99%

Recent Advances in Analytical Approaches for Glycan and Glycopeptide Quantitation

Delafield

2021

Molecular & Cellular Proteomics

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Growing implications of glycosylation in physiological occurrences and human disease have prompted intensive focus on revealing glycomic perturbations through absolute and relative quantification. Empowered by seminal methodologies and increasing capacity for detection, identification, and characterization, the past decade has provided a significant increase in the number of suitable strategies for glycan and glycopeptide quantification. Mass spectrometry-based strategies for glycomic quantitation have grown to include metabolic incorporation of stable isotopes, deposition of mass difference and mass defect isotopic labels, and isobaric chemical labeling, providing researchers with ample tools for accurate and robust quantitation. Beyond this, workflows have been designed to harness instrument capability for label-free quantification and numerous software packages have been developed to facilitate reliable spectrum scoring. In this review, we present and highlight the most recent advances in chemical labeling and associated techniques for glycan and glycopeptide quantification.

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Section: Isotopic Labelingmentioning

confidence: 99%

Recent Advances in Analytical Approaches for Glycan and Glycopeptide Quantitation

Delafield

2021

Molecular & Cellular Proteomics

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“…To overcome this issue, a mutant enzyme of Endo-M called Endo-M-N175Q was introduced by Umekawa et al [156]. The enzyme has been utilized recently by Min and coworkers [157] to introduce isotopic labeling by transglycosylation reaction. After being released from SGP, the glycans are connected with the acceptor of nondeuterated or deuterated 4-(2,4-dinitro-5-piperazin-1-yl-phenyl)-1,1-dimethylpiperazin-1-ium-Boc-asparaginyl-N-acetyl-d-glucosamine (d0/d8-MPDPZ-Boc-Asn-GlcANc).…”

Section: Enzymatic-assisted Labelingmentioning

confidence: 99%

Advances in mass spectrometry‐based glycomics—An update covering the period 2017–2021

et al. 2021

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The wide variety of chemical properties and biological functions found in proteins is attained via post‐translational modifications like glycosylation. Covalently bonded to proteins, glycans play a critical role in cell activity. Complex structures with microheterogeneity, the glycan structures that are associated with proteins are difficult to analyze comprehensively. Recent advances in sample preparation methods, separation techniques, and MS have facilitated the quantitation and structural elucidation of glycans. This review focuses on highlighting advances in MS‐based techniques for glycomic analysis that occurred over the last 5 years (2017–2021) as an update to the previous review on the subject. The topics of discussion will include progress in glycomic workflow such as glycan release, purification, derivatization, and separation as well as the topics of ionization, tandem MS, and separation techniques that can be coupled with MS. Additionally, bioinformatics tools used for the analysis of glycans will be described.

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“…Detection was by LC/MS. A linear dynamic range (up to d 0 /d 8 = 0.02:20) of 3 orders of magnitude was produced and the reproducibility and accuracy assay precisions were all <6.12% with the mean recoveries of sialylglycopeptide spiked into human plasma of 97.34% (Shi, Hashimoto, et al, 2018).…”

Section: Studies On Specific Carbohydrate Typesmentioning

confidence: 99%

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2017–2018

Harvey

2021

Mass Spectrometry Reviews

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This review is the tenth update of the original article published in 1999 on the application of matrix‐assisted laser desorption/ionization mass spectrometry (MALDI) mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2018. Also included are papers that describe methods appropriate to glycan and glycoprotein analysis by MALDI, such as sample preparation techniques, even though the ionization method is not MALDI. Topics covered in the first part of the review include general aspects such as theory of the MALDI process, new methods, matrices, derivatization, MALDI imaging, fragmentation and the use of arrays. The second part of the review is devoted to applications to various structural types such as oligo‐ and poly‐saccharides, glycoproteins, glycolipids, glycosides, and biopharmaceuticals. Most of the applications are presented in tabular form. The third part of the review covers medical and industrial applications of the technique, studies of enzyme reactions, and applications to chemical synthesis. The reported work shows increasing use of combined new techniques such as ion mobility and highlights the impact that MALDI imaging is having across a range of diciplines. MALDI is still an ideal technique for carbohydrate analysis and advancements in the technique and the range of applications continue steady progress.

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A novel, simplified strategy of relative quantification N-glycan: Quantitative glycomics using electrospray ionization mass spectrometry through the stable isotopic labeling by transglycosylation reaction of mutant enzyme Endo-M-N175Q

Cited by 15 publications

References 35 publications

Recent Advances in Analytical Approaches for Glycan and Glycopeptide Quantitation

Recent Advances in Analytical Approaches for Glycan and Glycopeptide Quantitation

Advances in mass spectrometry‐based glycomics—An update covering the period 2017–2021

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2017–2018

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