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Fragmentation Chemistry of Gas-Phase Glucosamine Phosphate Anions

Schultz, Lauren Miko

Abstract Details

2023, Bachelor of Science (BS), Ohio University, Chemistry.
We investigate deprotonated and regiospecifically labeled glucosamine phosphate derivatives using tandem mass spectrometry. The spectral results were supplemented with computational modeling of each analyte's key gas-phase dissociation reactions to calculate specific reaction energetics. The dissociation chemistries underpinning dihydrogen phosphate anion (H2PO4-, m/z 97) loss, phosphenate anion loss (PO3-, m/z 79), and formation of the structurally informative cross-ring anion (0,2A1, C4H8PO7-, m/z 199 and 0,4A1, C2H4PO5-, m/z 139) products were examined. Deprotonated α-1-phosphate glucosamine anion analytes fragment primarily through the loss of phosphenate anions and dihydrogen phosphate. In contrast, deprotonated 6-phosphate glucosamine anion analytes exhibit multiple active fragmentation patterns. The phosphate group at the 6-position enables cross-ring cleavage to occur, producing 0,2A1 and to a lesser extent 0,4A1 ion products. Furthermore, analytes with a 6-phosphate also exhibited dissociation via ejection of H2PO4- and PO3-.
Lauren McMills (Other)
Benjamin Bythell (Advisor)
55 p.

Recommended Citations

Citations

  • Schultz, L. M. (2023). Fragmentation Chemistry of Gas-Phase Glucosamine Phosphate Anions [Undergraduate thesis, Ohio University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ouhonors1682701192751172

    APA Style (7th edition)

  • Schultz, Lauren. Fragmentation Chemistry of Gas-Phase Glucosamine Phosphate Anions. 2023. Ohio University, Undergraduate thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ouhonors1682701192751172.

    MLA Style (8th edition)

  • Schultz, Lauren. "Fragmentation Chemistry of Gas-Phase Glucosamine Phosphate Anions." Undergraduate thesis, Ohio University, 2023. http://rave.ohiolink.edu/etdc/view?acc_num=ouhonors1682701192751172

    Chicago Manual of Style (17th edition)