Following in Emil Fischer's Footsteps: A Site-Selective Probe of Glucose Acid-Base Chemistry.

ABSTRACT: Liquid-jet photoelectron spectroscopy was applied to determine the first acid dissociation constant (pK_a) of aqueous-phase glucose while simultaneously identifying the spectroscopic signature of the respective deprotonation site. Valence spectra from solutions at pH values below and above the first pK_a reveal a change in glucose's lowest ionization energy upon the deprotonation of neutral glucose and the subsequent emergence of its anionic counterpart. Site-specific insights into the solution-pH-dependent molecular structure changes are also shown to be accessible via C 1s photoelectron spectroscopy. The spectra reveal a considerably lower C 1s binding energy of the carbon site associated with the deprotonated hydroxyl group. The occurrence of photoelect

SUBMITTER: Malerz S 

PROVIDER: S-EPMC8381351 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature