In this study, we aimed to make enantioselective chromatography more sustainable, more sensitive, and compatible with aqueous formulations analysis and ESI-MS. To achieve this, we examined the effects of transitioning from normal-phase chromatography (which uses hydrocarbon-based solvents) to reversed-phase chromatography (using mobile phases based on water) using broad-spectrum Whelk-O1 columns as a critical study. For the first time, we holistically compared the thermodynamics and kinetics of the two elution modes in order to answer the question of whether same-column chemistry can effectively separate the compounds even in reversed-phase mode and found, unexpectedly, that reversed-phase chromatography using acetonitrile as the organic modifier was competitive from a kinetic standpoint. We also evaluated the effectiveness of three organic modifiers simultaneously on a sample of 11 molecules already resolved in NP conditions with different resolutions and achieved a resolution value of 1.5 for 91% and a resolution value of 2 for 82% of cases. Finally, we separated three racemates (within a k factor of 9) using only 480 & mu;L of solvent per chromatographic run on a millibore column of 1 mm I.D., demonstrating that our approach allows for greener chromatographic separations. & COPY; 2023 Elsevier B.V. All rights reserved.

A comprehensive study to reveal the potential of a more sustainable ultra-high performance enantioselective reversed-phase chromatography on Pirkle-type stationary phase, with Whelk-O1 as a case study / Manetto, S; Mazzoccanti, G; Mileo, V; Moretti, E; Villani, C; Gasparrini, F. - In: JOURNAL OF CHROMATOGRAPHY A. - ISSN 0021-9673. - 1705:(2023), p. 464177. [10.1016/j.chroma.2023.464177]

A comprehensive study to reveal the potential of a more sustainable ultra-high performance enantioselective reversed-phase chromatography on Pirkle-type stationary phase, with Whelk-O1 as a case study

Manetto, S;Mazzoccanti, G;Villani, C;Gasparrini, F
2023

Abstract

In this study, we aimed to make enantioselective chromatography more sustainable, more sensitive, and compatible with aqueous formulations analysis and ESI-MS. To achieve this, we examined the effects of transitioning from normal-phase chromatography (which uses hydrocarbon-based solvents) to reversed-phase chromatography (using mobile phases based on water) using broad-spectrum Whelk-O1 columns as a critical study. For the first time, we holistically compared the thermodynamics and kinetics of the two elution modes in order to answer the question of whether same-column chemistry can effectively separate the compounds even in reversed-phase mode and found, unexpectedly, that reversed-phase chromatography using acetonitrile as the organic modifier was competitive from a kinetic standpoint. We also evaluated the effectiveness of three organic modifiers simultaneously on a sample of 11 molecules already resolved in NP conditions with different resolutions and achieved a resolution value of 1.5 for 91% and a resolution value of 2 for 82% of cases. Finally, we separated three racemates (within a k factor of 9) using only 480 & mu;L of solvent per chromatographic run on a millibore column of 1 mm I.D., demonstrating that our approach allows for greener chromatographic separations. & COPY; 2023 Elsevier B.V. All rights reserved.
2023
Green enantioselective ultra-high performance liquid chromatography; Millibore UHPLC column; UHPLC Whelk-O1
01 Pubblicazione su rivista::01a Articolo in rivista
A comprehensive study to reveal the potential of a more sustainable ultra-high performance enantioselective reversed-phase chromatography on Pirkle-type stationary phase, with Whelk-O1 as a case study / Manetto, S; Mazzoccanti, G; Mileo, V; Moretti, E; Villani, C; Gasparrini, F. - In: JOURNAL OF CHROMATOGRAPHY A. - ISSN 0021-9673. - 1705:(2023), p. 464177. [10.1016/j.chroma.2023.464177]
File allegati a questo prodotto
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1691346
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? 0
  • Scopus 0
  • ???jsp.display-item.citation.isi??? 0
social impact