Characterizing the electrospray-ionization mass spectral fragmentation pattern of enzymatically derived hyaluronic acid oligomers

Prebyl, Benjamin S.; Kaczmarek, Conrad; Tuinman, Albert A.; Baker, David C.

doi:10.1016/s0008-6215(03)00180-0

Cited by 22 publications

(26 citation statements)

References 27 publications

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“…The conditions used for electrospray sample deposition are similar to those for electrospray ionization. In electrospray ionization mass spectrometry (ESI‐MS), a cone voltage is applied in the atmospheric pressure ionization (API) interface region to strip off solvent molecules clustered to the sample ions, and this can lead to fragmentation of the analyte 14–18. For example, an analysis of heavy aromatic petroleum fractions revealed that higher cone voltages improved signal intensity, but also caused the sample to fragment 14.…”

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The influence of electrospray deposition in matrix‐assisted laser desorption/ionization mass spectrometry sample preparation for synthetic polymers

Wetzel

Guttman

Flynn

2004

Rapid Comm Mass Spectrometry

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Although electrospray sample deposition in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry (MS) sample preparation increases the repeatability of both the MALDI signal intensity and the measured molecular mass distribution (MMD), the electrospray sample deposition method may influence the apparent MMD of a synthetic polymer. The MMDs of three polymers of differing thermal stability, polystyrene (PS), poly(ethylene glycol) (PEG), and poly(propylene glycol) (PPG), were studied by MALDI time-of-flight (TOF) MS as the electrospray deposition voltage was varied. The MMDs obtained using the electrospray deposition method were compared with those obtained for hand-spotted samples. No change was observed in the measured polymer MMD when the electrospray deposition voltage was varied in the analysis of PS, but those of PEG and PPG changed at higher electrospray voltages due to increased ion fragmentation. It was also shown that the fragmentation in the hand-spotted samples is dependent on the matrix used in sample preparation.

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confidence: 99%

“…For example, an analysis of heavy aromatic petroleum fractions revealed that higher cone voltages improved signal intensity, but also caused the sample to fragment 14. Higher cone voltages have also been shown to fragment other materials, and have been used, e.g., to cause fragmentation in β ‐cyclodextrins 15–18…”

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confidence: 99%

The influence of electrospray deposition in matrix‐assisted laser desorption/ionization mass spectrometry sample preparation for synthetic polymers

Wetzel

Guttman

Flynn

2004

Rapid Comm Mass Spectrometry

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“…2a, and obviously in Fig. 2b, corresponds to the non-fructosylated disaccharide produced by the action of chondroitinase C on the [14,[16][17][18]. The peak at 11.2 min was easily identified as the unsaturated 8-mer species ΔHexA(Fru)-GalNAc-[GlcA(Fru)-GalNAc] 3 (named D in Fig.…”

Section: Resultsmentioning

confidence: 99%

Chondroitin C lyase [4.2.2.] is unable to cleave fructosylated sequences inside the partially fructosylated Escherichia coli K4 polymer

Volpi

2007

Glycoconj J

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Chondroitin C lyase was demonstrated to be unable to act on fructosylated sequences inside a partially fructosylated polysaccharide having the chondroitin backbone structure, the Escherichia coli K4 polymer, using different analytical approaches. Chondroitin C lyase produced various unsaturated oligosaccharides by acting on an approximately 27%-fructosylated K4 polymer. The online HPLC-ESI-MS approach showed the disaccharide nature of the main species produced by chondroitinase C as DeltaHexA-GalNAc. Furthermore, the non-digested sequences inside the K4 polymer were demonstrated to be oligosaccharides bearing a fructose for each glucuronic acid unit. In fact, unsaturated fully fructosylated oligomers, from tetrasaccharide to decasaccharide (DeltaHexA(Fru)-GalNAc-[GlcA(Fru)-GalNAc](n) with n between 1 and 4), at decreasing percentages, were produced by the enzyme. These results clearly indicate that chondroitinase C cleaved the innermost glucuronic acid-N-acetylgalactosamine linkage without affecting the 1,4 glycosidic linkage between fructosylated glucuronic acid and N-acetylgalactosamine residues, confirming that the 3-O-fructosylation of the GlcA residue renders the polysaccharide resistant to the enzyme action. This novel specific activity of chondroitinase C was also useful for the production of discrete microgram amounts of fully fructosylated oligomers, from 4- to 10-mers, from E. coli K4 for possible further studies and applications.

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“…Due to the presence of sulphate and hexuronic acid in these molecules, negative ion mode MS has usually been the method of choice. Historically, fast atom bombardment and liquid secondary desorption/ionisation techniques for analysing glycosaminoglycans or depolymerised glycosaminoglycans [7][8][9][10], have been substituted by negative ion electrospray (ES) mass spectrometry [11][12][13][14][15][16][17][18]. Matrix assisted timeof-flight (MALDI-TOF) mass spectrometry has also been successfully used for this analysis [19], including coupling of the negatively charged glycosaminoglycans to positively charged polypeptides enabling glycosaminoglycans to be detected in positive ion mode [20,21].…”

Section: Introductionmentioning

confidence: 99%

Use of graphitised carbon negative ion LC–MS to analyse enzymatically digested glycosaminoglycans

Karlsson¹,

Schulz²,

Packer³

et al. 2005

Journal of Chromatography B

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Characterizing the electrospray-ionization mass spectral fragmentation pattern of enzymatically derived hyaluronic acid oligomers

Cited by 22 publications

References 27 publications

The influence of electrospray deposition in matrix‐assisted laser desorption/ionization mass spectrometry sample preparation for synthetic polymers

The influence of electrospray deposition in matrix‐assisted laser desorption/ionization mass spectrometry sample preparation for synthetic polymers

Chondroitin C lyase [4.2.2.] is unable to cleave fructosylated sequences inside the partially fructosylated Escherichia coli K4 polymer

Use of graphitised carbon negative ion LC–MS to analyse enzymatically digested glycosaminoglycans

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