Fragmentation of negative ions from carbohydrates: Part 2. Fragmentation of high-mannose <i>N</i>-linked glycans

Harvey, David J.

doi:10.1016/j.jasms.2005.01.005

Cited by 205 publications

(215 citation statements)

References 37 publications

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“…MALDI-TOF spectrometry of underivatized material revealed compounds with compositions of Hex 7-10 HexNAc 2 , and as shown in Figs. 6 -8, the negative ion collision-induced dissociation spectra of the nitrate adducts of Hex 7-9 HexNAc 2 structures were obtained and interpreted as described earlier (33)(34)(35). All of the fragmentation spectra contained the same group of ions in the high mass region that arise from fragmentation of the chitobiose core.…”

Section: Structural Determination Of Fos In Ams1⌬ Cellsmentioning

confidence: 93%

Endoplasmic Reticulum-associated Degradation (ERAD) and Free Oligosaccharide Generation in Saccharomyces cerevisiae

Chantret

Kodali

Lahmouich

et al. 2011

Journal of Biological Chemistry

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Background: Yeast free oligosaccharides (fOS) are cleaved from glycoproteins during ER-associated degradation of proteins (ERAD), but factors underlying their control remain to be explored. Results: Only one-half of fOS are regulated by known ERAD processes, and fOS generation and demannosylation are growth-dependent. Conclusion: Additional complexity of ERAD processes is revealed. Significance: This is the first demonstration of growth-dependent fOS regulation.

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Section: Structural Determination Of Fos In Ams1⌬ Cellsmentioning

confidence: 93%

Endoplasmic Reticulum-associated Degradation (ERAD) and Free Oligosaccharide Generation in Saccharomyces cerevisiae

Chantret

Kodali

Lahmouich

et al. 2011

Journal of Biological Chemistry

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“…Consequently, glycans were stabilized by adduction with various anions. This paper concentrates on optimum conditions for ion formation and the accompanying papers [37,38] discuss detailed fragmentation mechanisms for formation of the diagnostic ions.…”

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confidence: 99%

Fragmentation of negative ions from carbohydrates: Part 1. Use of nitrate and other anionic adducts for the production of negative ion electrospray spectra from N-linked carbohydrates

Harvey

2005

J. Am. Soc. Mass Spectrom.

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Negative ion spectra of N-linked glycans were produced by electrospray from a dilute solution of the glycans and various salts in methanol:water using a Waters-Micromass Q-TOF Ultima Global tandem quadrupole/time-of-flight (Q-TOF) mass spectrometer. Stable anionic adducts were formed with chloride, bromide, iodide, nitrate, sulphate, and phosphate. Unstable adducts that fragmented by a cross-ring cleavage of the reducing N-acetylglucosamine (GlcNAc) residue, were formed with fluoride, nitride, sulphide, carbonate, bicarbonate, hydroxide, and acetate. Nitrate adducts prepared from ammonium nitrate produced the most satisfactory spectra as they were relatively free from in-source fragmentation products and gave signals that were about ten times as strong as those from corresponding [M Ϫ H] Ϫ ions prepared from solutions containing ammonium hydroxide. Detection limits were in the region of 20 fmol. Neutral glycans gave both singly-and doubly-charged ions with the larger glycans preferring the formation of doubly-charged ions. Acidic glycans with several acidic groups gave ions in higher charge states as the result of ionization of the anionic groups. Low energy collision-induced decomposition (CID) spectra of the singly-charged ions were dominated by cross-ring and C-type fragments, unlike the corresponding spectra of the positive ions that contained mainly B-and Y-type glycosidic fragments. Formation of these ions could be rationalized by proton abstraction from various hydroxy groups by an initially-formed anionic adduct. Prominent glycosidic and cross-ring cleavage ions defined structural features such as the specific composition of each of the two antennae, presence of a bisecting GlcNAc residue and location of fucose residues, details that were difficult to determine by conventional techniques. Acidic glycans fragmented differently on account of charge localization on the acid functions rather than the hydroxy groups. (J Am Soc Mass Spectrom 2005, 16, 622-630)

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“…In particular, negative-ion fragmentation de nes structural features such as the speci c composition of the antennae, the location of fucose residues, and the presence or absence of bisecting N-acetylglucosamine (GlcNAc) residues. [28][29][30][31][32][33][34] e negative-ion CID of acidic glycans such as sialylated glycans, on the other hand, di ers from those of neutral N-glycans due to the charge retention on the acidic groups.…”

Section: Negative-ion Fragmentation Of N-glycansmentioning

confidence: 99%

Sensitive and Structure-Informative <i>N</i>-Glycosylation Analysis by MALDI-MS; Ionization, Fragmentation, and Derivatization

Nishikaze

2017

Mass Spectrometry

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Mass spectrometry (MS) has become an indispensable tool for analyzing post translational modi cations of proteins, including N-glycosylated molecules. Because most glycosylation sites carry a multitude of glycans, referred to as "glycoforms," the purpose of an N-glycosylation analysis is glycoform pro ling and glycosylation site mapping. Matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) has unique characteristics that are suited for the sensitive analysis of N-glycosylated products. However, the analysis is o en hampered by the inherent physico-chemical properties of N-glycans. Glycans are highly hydrophilic in nature, and therefore tend to show low ion yields in both positive-and negative-ion modes.e labile nature and complicated branched structures involving various linkage isomers make structural characterization di cult. is review focuses on MALDI-MS-based approaches for enhancing analytical performance in N-glycosylation research. In particular, the following three topics are emphasized: (1) Labeling for enhancing the ion yields of glycans and glycopeptides, (2) Negative-ion fragmentation for less ambiguous elucidation of the branched structure of N-glycans, (3) Derivatization for the stabilization and linkage isomer discrimination of sialic acid residues.

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Fragmentation of negative ions from carbohydrates: Part 2. Fragmentation of high-mannose N-linked glycans

Cited by 205 publications

References 37 publications

Endoplasmic Reticulum-associated Degradation (ERAD) and Free Oligosaccharide Generation in Saccharomyces cerevisiae

Endoplasmic Reticulum-associated Degradation (ERAD) and Free Oligosaccharide Generation in Saccharomyces cerevisiae

Fragmentation of negative ions from carbohydrates: Part 1. Use of nitrate and other anionic adducts for the production of negative ion electrospray spectra from N-linked carbohydrates

Sensitive and Structure-Informative <i>N</i>-Glycosylation Analysis by MALDI-MS; Ionization, Fragmentation, and Derivatization

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