In High-Performance Liquid Chromatography (HPLC), the separation of reducing sugars can typically show three possible typologies of chromatographic profiles (i.e., single peak, two resolved peaks and two peaks interconnected by a plateau) due to the rate at which the relevant α/β anomers interconversion (anomerization) can take place in relation to their elution-time. By analyzing these chromatographic profiles, thermodynamic and kinetic properties of anomerization phenomenon can be extrapolated. In this work we studied the anomerization of some monosaccharides by using a recently developed photo-click cysteine-based stationary phase through dynamic hydrophilic interaction liquid chromatography (D-HILIC) conditions. In the 5–25 °C temperature range, the ΔG#α→β and ΔG#β→α barriers were found to achieve values within the interval 21.1/22.2 kcal/mol for glucose, with differences between α→β and β→α reactions of about 0.4 kcal/mol. For xylose, in the same temperature range, the ΔG#α→β and ΔG#β→α barriers are between 20.7 to 21.5 kcal/mol, with differences between α→β and β→α reactions of about 0.2 kcal/mol. The experimental data are in agreement with those reported in literature, confirming the this new stationary phase using HILIC conditions is a robust platform to measure kinetic and thermodynamic properties of the isomerization reaction.

Separation of monosaccharide anomers on photo-click cysteine-based stationary phase: the alpha/beta interconversion process studied by dynamic hydrophilic liquid chromatography / Calcaterra, Andrea; Manetto, Simone; Buonsenso, Fabio; Francioso, Antonio; Pierini, Marco; Villani, Claudio. - In: SEPARATIONS. - ISSN 2297-8739. - 9:8(2022), p. 203. [10.3390/separations9080203]

Separation of monosaccharide anomers on photo-click cysteine-based stationary phase: the alpha/beta interconversion process studied by dynamic hydrophilic liquid chromatography

Andrea Calcaterra
Primo
;
Simone Manetto
Secondo
;
Fabio Buonsenso;Antonio Francioso;Marco Pierini;Claudio Villani
Ultimo
2022

Abstract

In High-Performance Liquid Chromatography (HPLC), the separation of reducing sugars can typically show three possible typologies of chromatographic profiles (i.e., single peak, two resolved peaks and two peaks interconnected by a plateau) due to the rate at which the relevant α/β anomers interconversion (anomerization) can take place in relation to their elution-time. By analyzing these chromatographic profiles, thermodynamic and kinetic properties of anomerization phenomenon can be extrapolated. In this work we studied the anomerization of some monosaccharides by using a recently developed photo-click cysteine-based stationary phase through dynamic hydrophilic interaction liquid chromatography (D-HILIC) conditions. In the 5–25 °C temperature range, the ΔG#α→β and ΔG#β→α barriers were found to achieve values within the interval 21.1/22.2 kcal/mol for glucose, with differences between α→β and β→α reactions of about 0.4 kcal/mol. For xylose, in the same temperature range, the ΔG#α→β and ΔG#β→α barriers are between 20.7 to 21.5 kcal/mol, with differences between α→β and β→α reactions of about 0.2 kcal/mol. The experimental data are in agreement with those reported in literature, confirming the this new stationary phase using HILIC conditions is a robust platform to measure kinetic and thermodynamic properties of the isomerization reaction.
2022
monosaccharide anomers; D-HILIC; D-HPLC; interconversion energy barrier; Auto-DHPLC-Y2K; DCXplorer
01 Pubblicazione su rivista::01a Articolo in rivista
Separation of monosaccharide anomers on photo-click cysteine-based stationary phase: the alpha/beta interconversion process studied by dynamic hydrophilic liquid chromatography / Calcaterra, Andrea; Manetto, Simone; Buonsenso, Fabio; Francioso, Antonio; Pierini, Marco; Villani, Claudio. - In: SEPARATIONS. - ISSN 2297-8739. - 9:8(2022), p. 203. [10.3390/separations9080203]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1663590
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