Heparin‐like glycosaminoglycan/amine salt‐bridge interactions: A new potential tool for HLGAGs analysis using mass spectrometry

Xue, Baiyi; Alvès, Sandra; Desbans, Coraline; Souchaud, Marie; Filali-Ansary, Aziz; Soubayrol, P.; Tabet, Jean‐Claude

doi:10.1002/jms.1939

Cited by 7 publications

(5 citation statements)

References 30 publications

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“…In RPIP-LC, lipophilic ions are added as ion-pairing reagents to the mobile phase to enhance the retention of charged molecules on the hydrophobic stationary phase. The method was reported for the separation of heparin/HS digests − but was also successfully applied for the separation of amphiphilic sulfated oligosaccharides, heparin-like glycosylaminoglycans (HLGAGs), and glycol-split heparins . RPIP separations strongly rely on the choice of ion pairing reagent as well as on the pH of the separation.…”

Section: Separationsmentioning

confidence: 99%

Oligosaccharide Analysis by Mass Spectrometry: A Review of Recent Developments

Kailemia¹,

et al. 2013

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Section: Separationsmentioning

confidence: 99%

Oligosaccharide Analysis by Mass Spectrometry: A Review of Recent Developments

Kailemia¹,

et al. 2013

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“…MS-based methods have been used increasingly in recent years. Such methods range from the direct infusion of lyase disaccharides (26 -28) to a variety of LC/MS systems using chromatography methods including reversed phase (29 -31), reversed-phase ion pairing (32)(33)(34), size exclusion (18), porous graphitized carbon (51, 52) and hydrophilic interaction. Recently, an LC/MS method for the analysis of deaminative cleavage disaccharides was published (35).…”

Section: The Analytical Challengementioning

confidence: 99%

Glycosaminoglycan Glycomics Using Mass Spectrometry

Zaia

2013

Molecular & Cellular Proteomics

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The fact that sulfated glycosaminoglycans (GAGs) are necessary for the functioning of all animal physiological systems drives the need to understand their biology. This understanding is limited, however, by the heterogeneous nature of GAG chains and their dynamic spatial and temporal expression patterns. GAGs have a regulated structure overlaid by heterogeneity but lack the detail necessary to build structure/function relationships. In order to provide this information, we need glycomics platforms that are sensitive, robust, high throughput, and information rich. This review summarizes progress on massspectrometry-based GAG glycomics methods. The areas covered include disaccharide analysis, oligosaccharide profiling, and tandem mass spectrometric sequencing.

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“…This adduct ion distribution differs from what has been described in previous studies 13–17,40 . These differences were expected since the source and instrument parameters affect the distribution of the desorbed molecular species (adduct ion or not) as well as the aggregate desolvation conditions in the reduced pressure zone 51–53 …”

Section: Resultsmentioning

confidence: 58%

Charge‐solvated versus protonated salt forms of cyclodepsipeptide toxins in electrospray: Dissociation of alkali‐cationized forms enables straightforward sequencing of cereulide

Liuu,

Trinh,

Darii

et al. 2024

J Mass Spectrom

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Bacillus cereus is responsible for foodborne outbreaks worldwide. Among the produced toxins, cereulide induces nausea and vomiting after 30 min to 6 h following the consumption of contaminated foods. Cereulide, a cyclodepsipeptide, is an ionophore selective to K+ in solution. In electrospray, the selectivity is reduced as [M + Li]+; [M + Na]+ and [M + NH4]+ can also be detected without adding corresponding salts. Two forms are possible for alkali‐cationized ions: charge‐solvated (CS) that exclusively dissociates by releasing a bare alkali ion and protonated salt (PS), yielding alkali product ions by covalent bond cleavages (CBC) promoted by mobile proton. Based on a modified peptide cleavage nomenclature, the PS product ion series (b, a, [b + H2O] and [b + CnH2nO] [n = 4, 5]) are produced by Na+/Li+/K+‐cationized cereulide species that specifically open at ester linkages followed by proton mobilization promoting competitive ester CBC as evidenced under resonant collision activation. What is more, unlike the sodiated or lithiated cereulide, which regenerates little or no alkali cation, the potassiated forms lead to an abundant K+ regeneration. This occurs by splitting of (i) the potassiated CS forms with an appearance threshold close to that of the PS first fragment ion generation and (ii) eight to four potassiated residue product ions from the PS forms. Since from Na+/Li+‐cationized cereulide, (i) the negligible Na+/Li+ regeneration results in a higher sensibility than that of potassiated forms that abundantly releasing K+, and (ii) a better sequence recovering, the use of Na+ (or Li+) should be more pertinent to sequence isocereulides and other cyclodepsipeptides.

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Heparin‐like glycosaminoglycan/amine salt‐bridge interactions: A new potential tool for HLGAGs analysis using mass spectrometry

Cited by 7 publications

References 30 publications

Oligosaccharide Analysis by Mass Spectrometry: A Review of Recent Developments

Oligosaccharide Analysis by Mass Spectrometry: A Review of Recent Developments

Glycosaminoglycan Glycomics Using Mass Spectrometry

Charge‐solvated versus protonated salt forms of cyclodepsipeptide toxins in electrospray: Dissociation of alkali‐cationized forms enables straightforward sequencing of cereulide

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