Deuterium effect on ionization and fragmentation patterns of monosaccharides ionized by atmospheric pressure chemical ionization

Choi, Sung‐Seen; Kim, Jong-Chul

doi:10.1016/j.carres.2009.11.028

Cited by 12 publications

(13 citation statements)

References 36 publications

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“…In addition to an adduct ion at nominal m/z 198, other ions at nominal m/z 180, 163, 145 and 127 were observed due to inevitable in‐source fragmentation in the APCI process . A similar mass spectrum with ions at the same nominal m/z values was reported by Choi and Kim using APCI single quadrupole mass spectrometry, though the adduct ion at nominal m/z 198 was observed to be the base peak, which might be a result of different ambient environment and/or instrumental conditions. A MS 2 mass spectrum of the ion at nominal m/z 198, similar to the APCI‐QTOF mass spectrum in Fig.…”

Section: Resultssupporting

confidence: 73%

“…Recently, Choi and Kim reported the differentiation of glucosamine, mannosamine and galactosamine by APCI‐MS using the fragmentation patterns of either their [M + H] + or [M d6 + D] + ions when H 2 O and D 2 O were, respectively, used as the solvent. They also then reported the differentiation of galactose from glucose and mannose by APCI‐MS using the fragmentation patterns of their [M + H 2 O] + ions, and the differentiation of glucose from galactose and mannose by APCI‐MS using the fragmentation behavior of their [M d5 + D 2 O + D] + ions . According to Choi and Kim, the difference between H 2 O and D 2 O resulted in different types of ionization products from hexoses, but not from hexosamines.…”

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confidence: 99%

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Differentiation of underivatized monosaccharides by atmospheric pressure chemical ionization quadrupole time‐of‐flight mass spectrometry

Zhu

Song

Bartmess

2012

Rapid Comm Mass Spectrometry

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Section: Resultssupporting

confidence: 73%

mentioning

confidence: 99%

Differentiation of underivatized monosaccharides by atmospheric pressure chemical ionization quadrupole time‐of‐flight mass spectrometry

Zhu

Song

Bartmess

2012

Rapid Comm Mass Spectrometry

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“…APPI and APCI would be expected as effective ionization methods for HDX. Thus, the use of HDX coupled with APCI MS has been reported to investigate conventional “exchangeable” protons of amino groups in pharmaceuticals and monosaccharides . In addition, Davies et al studied APCI HDX of nitrogen compounds, and suggested that especially substituted indoles potentially undergo HDX of aromatic hydrogen.…”

Section: Use Of the In‐apci/appi Source Isotope Exchangementioning

confidence: 99%

“…Due to the progressing of API (atmospheric pressure ionization) methods in the LC MS systems, HDX has been utilized as a tool for routine structural elucidation of protein, metabolite, drug, and hormone analyses . In‐source API HDX MS coupled with LC has been limitedly used . For example, Wolff et al applied the in‐source HDX MS coupled to LC using a dual spray source for the analysis of antiulceratives and anthelmintics.…”

Section: Use Of the In‐apci/appi Source Isotope Exchangementioning

confidence: 99%

Hydrogen/deuterium exchange in mass spectrometry

Kostyukevich

Acter

Zherebker

et al. 2018

Mass Spectrometry Reviews

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The isotopic exchange approach is in use since the first observation of such reactions in 1933 by Lewis. This approach allows the investigation of the pathways of chemical and biochemical reactions, determination of structure, composition, and conformation of molecules. Mass spectrometry has now become one of the most important analytical tools for the monitoring of the isotopic exchange reactions. Investigation of conformational dynamics of proteins, quantitative measurements, obtaining chemical, and structural information about individual compounds of the complex natural mixtures are mainly based on the use of isotope exchange in combination with high resolution mass spectrometry. The most important reaction is the Hydrogen/Deuterium exchange, which is mainly performed in the solution. Recently we have developed the approach allowing performing of the Hydrogen/Deuterium reaction on-line directly in the ionization source under atmospheric pressure. Such approach simplifies the sample preparation and can accelerate the exchange reaction so that certain hydrogens that are considered as non-labile will also participate in the exchange. The use of in-ionization source H/D exchange in modern mass spectrometry for structural elucidation of molecules serves as the basic theme in this review. We will focus on the mechanisms of the isotopic exchange reactions and on the application of in-ESI, in-APCI, and in-APPI source Hydrogen/Deuterium exchange for the investigation of petroleum, natural organic matter, oligosaccharides, and proteins including protein-protein complexes. The simple scenario for adaptation of H/D exchange reactions into mass spectrometric method is also highlighted along with a couple of examples collected from previous studies.

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“…As HDX MS with CI is effective, it is reasonable to expect that APCI would also be an effective ionization method for HDX. The use of HDX coupled with APCI MS has been reported for the analysis of monosaccharides [38]. APCI combined with ESI by utilizing a dual spray ionization source has been used to study some pharmaceuticals [39].…”

Section: Introductionmentioning

confidence: 99%

Optimization and Application of APCI Hydrogen–Deuterium Exchange Mass Spectrometry (HDX MS) for the Speciation of Nitrogen Compounds

Acter

Cho

Kim

et al. 2015

J. Am. Soc. Mass Spectrom.

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Abstract. A systematic study was performed to investigate the utility of atmospheric pressure chemical ionization hydrogen-deuterium exchange mass spectrometry (APCI HDX MS) to identify the structures of nitrogen-containing aromatic compounds. First, experiments were performed to determine the optimized experimental conditions, with dichloromethane and CH 3 OD found to be good cosolvents for APCI HDX. In addition, a positive correlation between the heated capillary temperature and the observed HDX signal was observed, and it was suggested that the HDX reaction occurred when molecules were contained in the solvent cluster. Second, 20 standard nitrogen-containing compounds were analyzed to investigate whether speciation could be determined based on the different types of ions produced from nitrogencontaining compounds with various functional groups. The number of exchanges occurring within the compounds correlated well with the number of active hydrogen atoms attached to nitrogen, and it was confirmed that APCI HDX MS could be used to determine speciation. The results obtained by APCI HDX MS were combined with the subsequent investigation of the double bond equivalence distribution and indicated that resins of shale oil extract contained mostly pyridine type nitrogen compounds. This study confirmed that APCI HDX MS can be added to previously reported chemical ionization, electrospray ionization, and atmospheric pressure photo ionization-based HDX methods, which can be used for structural elucidation by mass spectrometry.

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Deuterium effect on ionization and fragmentation patterns of monosaccharides ionized by atmospheric pressure chemical ionization

Cited by 12 publications

References 36 publications

Differentiation of underivatized monosaccharides by atmospheric pressure chemical ionization quadrupole time‐of‐flight mass spectrometry

Differentiation of underivatized monosaccharides by atmospheric pressure chemical ionization quadrupole time‐of‐flight mass spectrometry

Hydrogen/deuterium exchange in mass spectrometry

Optimization and Application of APCI Hydrogen–Deuterium Exchange Mass Spectrometry (HDX MS) for the Speciation of Nitrogen Compounds

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