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Hydrogen/deuterium exchange on aromatic rings during atmospheric pressure chemical ionization mass spectrometry


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Davies, NW, Smith, JA, Molesworth, PP and Ross, JJ 2010 , 'Hydrogen/deuterium exchange on aromatic rings during atmospheric pressure chemical ionization mass spectrometry' , Rapid Communications in Mass Spectrometry, vol. 24 , pp. 1105-1110 , doi: 10.1002/rcm.4488.

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It has been demonstrated that substituted indoles fully labelled with deuterium on the aromatic ring
can undergo substantial exchange back to partial and even fully protonated forms during atmospheric
pressure chemical ionisation (APCI) liquid chromatography/mass spectrometry (LC/MS). The
degree of this exchange was strongly dependent on the absolute quantity of analyte, the APCI
desolvation temperature, the nature of the mobile phase, the mobile phase flow rate and the
instrument used. Hydrogen/deuterium (H/D) exchange on several other aromatic ring systems during
APCI LC/MS was either undetectable (nitrobenzene, aniline) or extremely small (acetanilide)
compared to the effect observed for substituted indoles. This observation has major implications
for quantitative assays using deuterium-labelled internal standards and for the detection of deuterium-
labelled products from isotopically labelled feeding experiments where there is a risk of back
exchange to the protonated form during the analysis.

Item Type: Article
Authors/Creators:Davies, NW and Smith, JA and Molesworth, PP and Ross, JJ
Journal or Publication Title: Rapid Communications in Mass Spectrometry
ISSN: 1097-0231
DOI / ID Number: 10.1002/rcm.4488
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