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Anal Chem. 2017 Jul 18;89(14):7398-7405. doi: 10.1021/acs.analchem.7b00817. Epub 2017 Jul 06.

Identification of Protonated Sulfone and Aromatic Carboxylic Acid Functionalities in Organic Molecules by Using Ion-Molecule Reactions Followed by Collisionally Activated Dissociation in a Linear Quadrupole Ion Trap Mass Spectrometer.

Analytical chemistry

Ravikiran Yerabolu, John Kong, Mckay Easton, Raghavendhar R Kotha, Joann Max, Huaming Sheng, Minli Zhang, Chungang Gu, Hilkka I Kenttämaa

Affiliations

  1. Purdue University , Department of Chemistry, College of Science, West Lafayette, Indiana 47906, United States.
  2. Merck, Rahway, New Jersey 07065, United States.
  3. DuPont, Newark, Delaware 19711, United States.
  4. AstraZeneca, Innovative Medicines and Early Development, Waltham, Massachusetts 02451, United States.

PMID: 28621918 DOI: 10.1021/acs.analchem.7b00817

Abstract

Gas-phase reactivity of protonated model compounds with different functional groups toward trimethoxymethylsilane (TMMS) was studied to explore the utility of this reagent in mass spectrometric identification of specific functionalities for potentially rapid characterization of drug metabolites. Only protonated analytes with a carboxylic acid, a sulfone, or a sulfonamide functionality formed diagnostic adducts that had lost a methanol molecule upon reactions with TMMS. Collisionally activated dissociation (CAD) of these methanol-eliminated adduct ions (MS

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