ArticleInternational journal of mass spectrometry2009
2-Nitrophenyl Aryl Sulfides Undergo Both Intramolecular and Electrospray-Induced Intermolecular Oxidation of Sulfur: An Experimental and Theoretical Case Study.
Article in International journal of mass spectrometry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- ProtonatedInternational journal of mass spectrometry · 2017Article
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4 authors.
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Abstract
Aromatic sulfides bearing a nitro group undergo sulfur oxidation upon electrospray ionization in the positive-ion mode. For example, 2-nitrophenyl phenyl sulfide, its para nitro isomer, and its chloro and methyl substituted analogs pick up an oxygen atom to afford [M + H + O](+) and [M + Na + O](+) ions upon ESI. Elemental-composition determination and tandem mass spectrometry confirm the reactions. Another oxidation of the sulfur, by the ortho nitro group of the [M + H](+) ions, occurs as intramolecular oxygen-transfer processes, evidenced by characteristic losses of SO, SO(2) and SO(2)H(*), the latter yielding the carbazole radical cation, and the generation of the aryl-SO(+) product ion. The intramolecular oxidation via oxygen transfer from the nitro group to the sulfur was corroborated by molecular modeling. The results substantiate both inter- and intramolecular oxidation and provide more evidence that care must be taken when analyzing not only methionine-containing peptides but also small sulfides.
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