Formation of [nM−nH+(n+1)Na]+ cluster ions from amino acid by electrospray ionization

Choi, Sung‐Seen; Song, Min

doi:10.1016/j.ijms.2009.05.005

Cited by 9 publications

(7 citation statements)

References 32 publications

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“…Mass spectrometry (MS) is an important analytical method for the detection of underivatized and derivatized amino acids (AAs) . Electrospray ionization (ESI) and atmospheric pressure chemical ionization (APCI) are the most currently used atmospheric pressure ionization (API) sources, and they have widely contributed to the success of liquid chromatography/mass spectrometry (LC/MS) in the analysis of biological materials .…”

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“…Electrospray ionization (ESI) and atmospheric pressure chemical ionization (APCI) are the most currently used atmospheric pressure ionization (API) sources, and they have widely contributed to the success of liquid chromatography/mass spectrometry (LC/MS) in the analysis of biological materials . Though ESI‐MS has usually been used for the detection of underivatized AAs, APCI‐MS has also been used for the analysis of AAs . Desai and Armstrong reported that APCI showed better sensitivity than ESI for free AAs at the high LC flow rates necessary for rapid analysis.…”

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Fragmentation patterns of protonated amino acids formed by atmospheric pressure chemical ionization

Choi

Song

Kim

et al. 2012

Rapid Comm Mass Spectrometry

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Fragmentation patterns of protonated amino acids formed by atmospheric pressure chemical ionization

Choi

Song

Kim

et al. 2012

Rapid Comm Mass Spectrometry

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“…Scheme shows the chemical structures of serine, threonine, asparagine and glutamine. In a previous work, we ionized amino acids in the presence of sodium cation by ESI and reported [ n M − n H + ( n + 1)Na] + cluster ions of asparagine, glutamine, serine and threonine 28. The mass spectrum of serine is shown in Fig.…”

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Formation of metal complex ions from amino acid in the presence of Li⁺, Na⁺ and K⁺ by electrospray ionization: metal replacement of hydrogen in the ligands

et al. 2011

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Alkali metal cations easily form complexes with proteins in biological systems; understanding amino acid clusters with these cations can provide useful insight into their behaviors at the molecular level including diagnosis and therapy of related diseases. For the purpose of characterization of basic interaction between amino acids and alkali metal, each of the 20 naturally occurring amino acids were ionized in the presence of lithium, sodium and potassium cations by electrospray ionization, and the resulting product ions were analyzed. We focus our attention on the gas phase alkali metal ion-proton exchanged complexes in current study, specifically complexes with serine, threonine, asparagine and glutamine, which share characteristic pattern unlike other amino acids. All amino acids generated [M + H](+) and [M + Na](+) ions, where M stands for the neutral amino acid. Serine, threonine, asparagine and glutamine generated cluster ions of [nM - nH + (n + 1)Na](+) and [nM - (n - 1)H + (n - 1)Na + K](+) , where n = 1-7. While the (M - H + Li) and (M - H + K) species were not observed, the neutral (M - H + Na) species formed by proton-sodium cation exchange had a highly stable cyclic structure with ketone and amine ligand sites, suggesting that (M - H + Na) serves as a building block in cluster ion formation. Cluster ion intensity distributions of [nM - nH + (n + 1)Na](+) and [nM - (n - 1)H + (n - 1)Na + K](+) showed a magic number at n = 3 and 4, respectively. Extensive B3LYP-DFT quantum mechanical calculations were carried out to elucidate the geometry and energy of the cluster ions, and they provided a reasonable explanation for the stability and structure of the cluster ions.

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“…Liquid chromatography/mass spectrometry (LC/MS) has been applied to the analysis of amino acids (AAs) . Interactions of biological molecules to form cluster species play a key role in biological processes and investigation of non‐covalent complexes is one of the research fields using mass spectrometry.…”

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“…Interactions of biological molecules to form cluster species play a key role in biological processes and investigation of non‐covalent complexes is one of the research fields using mass spectrometry. Formation of AA clusters has been studied mainly using electrospray ionization mass spectrometry (ESI‐MS) . Protonated cluster ions of AAs and alkali‐metal‐cationized AA clusters have been reported.…”

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Formation of deaminated dimer species of amino acids by atmospheric pressure chemical ionization

Choi

Kim

2014

Rapid Comm Mass Spectrometry

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The number and abundances of the negative product ions were much greater than those of the positive ones. Mechanism for the formation of [2Gln - H - NH3](-) and [His+AA - H - NH3](-) was examined by deuterium replacement of the amine and hydroxide groups to distinguish the deamination and dehydration reactions with a single quadrupole mass spectrometer. The [His + AA - H - NH3](-) ion is formed by ion-molecule reaction between the [His-H](-) ion and a neutral AA.

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Formation of [nM−nH+(n+1)Na]+ cluster ions from amino acid by electrospray ionization

Cited by 9 publications

References 32 publications

Fragmentation patterns of protonated amino acids formed by atmospheric pressure chemical ionization

Fragmentation patterns of protonated amino acids formed by atmospheric pressure chemical ionization

Formation of metal complex ions from amino acid in the presence of Li⁺, Na⁺ and K⁺ by electrospray ionization: metal replacement of hydrogen in the ligands

Formation of deaminated dimer species of amino acids by atmospheric pressure chemical ionization

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Formation of [nM−nH+(n+1)Na]+ cluster ions from amino acid by electrospray ionization

Cited by 9 publications

References 32 publications

Fragmentation patterns of protonated amino acids formed by atmospheric pressure chemical ionization

Fragmentation patterns of protonated amino acids formed by atmospheric pressure chemical ionization

Formation of metal complex ions from amino acid in the presence of Li+, Na+ and K+ by electrospray ionization: metal replacement of hydrogen in the ligands

Formation of deaminated dimer species of amino acids by atmospheric pressure chemical ionization

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Formation of metal complex ions from amino acid in the presence of Li⁺, Na⁺ and K⁺ by electrospray ionization: metal replacement of hydrogen in the ligands