2003
DOI: 10.1002/rcm.1018
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Proton affinity differences among three N‐acetylhexosamines studied by the kinetic method

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Cited by 9 publications
(8 citation statements)
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“…17, 485-495 (2011) Received: 9 February 2011 n Revised: 3 June 2011 n Accepted: 21 July 2011 n Publication: 13 September 2011 sugars with simple amino acids, and the differences were mainly due to their differences in proton affinity (PA). 23,24 Here we wished to investigate whether differential interactions of amino sugars are retained with a large peptide such as insulin, and the role of PA/gas-phase basicity (GB) in complex formation. 179) and amino acids were purchased from Sigma Aldrich (Steinheim, Germany).…”
mentioning
confidence: 99%
“…17, 485-495 (2011) Received: 9 February 2011 n Revised: 3 June 2011 n Accepted: 21 July 2011 n Publication: 13 September 2011 sugars with simple amino acids, and the differences were mainly due to their differences in proton affinity (PA). 23,24 Here we wished to investigate whether differential interactions of amino sugars are retained with a large peptide such as insulin, and the role of PA/gas-phase basicity (GB) in complex formation. 179) and amino acids were purchased from Sigma Aldrich (Steinheim, Germany).…”
mentioning
confidence: 99%
“…Positive‐ion APCI‐QTOF mass spectra of 0.1 mM GlcNAc, ManNAc and GalNAc in methanol containing 10 mM NH 4 Ac were obtained (data not shown). Similar to hexosamines, abundant [M + H] + ions at m/z 222.096 were observed, but [M + NH 4 ] + ions were absent (The PAs of GlcNAc, ManNAc and GalNAc are 925.7, 926.1 and 927.8 kJ/mol, respectively, which are much higher than that of NH 3, i.e. 853.6 kJ/mol.)…”
Section: Resultsmentioning
confidence: 99%
“…Positive-ion APCI-QTOF mass spectra of 0. [37] which are much higher than that of NH 3, Figure 7(B) shows the relative intensities of the peaks at m/z 186 to 126 of GlcN, ManN and GalN at different collision voltages from 9 to 15 V. As the collision voltage increased from 9 to 15 V, the relative intensities of the peaks at m/z 186 to 126 from GlcNAc decreased from 3 to 0.3, while they decreased from 1.3 to 0.1 for both ManNAc and GalNAc. Thus, GlcNAc can be differentiated from ManNAc and GalNAc at lower collision voltages, e.g.…”
Section: Differentiation Of Glcnac Mannac and Galnacmentioning
confidence: 99%
“…Hexosamine and N-acetyl hexosamine isomers were distinguished in the same way. [35][36][37] Using the kinetic method, Vairamani and colleagues determined, for the first time, proton affinities of three isomeric hexosamines and three isomeric N-acetylhexosamines. In collaboration with Gross et al, 38 secondary deuterium isotope effects on the proton affinities and gas-base basicities of glycine and alanine methyl esters were studied by the kinetic method.…”
Section: Introductionmentioning
confidence: 99%