TY  - JOUR
AU  - Marić, Aleksandar
AU  - Jovanov, Pavle
AU  - Gadžurić, Slobodan
AU  - Trtić-Petrović, Tatjana
AU  - Sakač, Marijana
AU  - Tot, Aleksandar
AU  - Bertić, Marko
AU  - Vraneš, Milan
PY  - 2023
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/12042
AB  - 5-Hydroxymethylfurfural (HMF), a Maillard reaction product, can be formed when honey is subjected to heat treatment or a long storage time, becoming volatile and toxic depending on its concentration. The fact that, until today, there is no literature data on the extraction of 5-hydroxymethylfurfural (HMF) from honey using ionic liquids directed the investigation of the influence of biodegradable cholinium ionic liquids on the formation of aqueous biphasic systems and the application of these systems for the extraction of HMF from honey. The influence of anions of synthesised ionic liquids on the construction of biphasic systems in which an inorganic salt was used as a salting agent was investigated. Then, the extraction of HMF in these systems was examined, and the mechanisms of HMF extraction using ionic liquids were explained using computer simulations. Examining the effect of cholinium ionic liquids (choline chloride ([Ch][Cl]), cholinium nicotinate ([Ch][Nic]), cholinium propionate ([Ch][Prop]), and cholinium butyrate ([Ch][But])) on the formation of aqueous biphasic systems by comparing the phase diagrams, it was concluded that the ability of ionic liquids to form an aqueous biphasic system with tripotassium phosphate (K3PO4) decreases in the following order: [Ch][But] z [Ch][Prop] > [Ch][Nic] > [Ch][Cl]. By applying all tested aqueous biphasic systems for the extraction of HMF from honey, an extraction efficiency of more than 89% was achieved. Complete extraction was achieved using the extraction system with [Ch][But], while the weakest ability to extract HMF was exhibited by the system with [Ch][Cl]. The mechanisms of HMF extraction using ionic liquids are explained on the basis of the optimised structures of the ionic liquid systems with HMF, together with the visualisation of noncovalent interactions, and on the basis of the calculated binding energies DGbin, which can be used as a good predictor of the extraction potential of newly synthesised ionic liquids
T2  - RSC Advances
T1  - Application of biodegradable cholinium ionic liquids for the extraction of 5-hydroxymethylfurfural (HMF) from honey
VL  - 13
IS  - 46
SP  - 32714
EP  - 32721
DO  - 10.1039/D3RA06077B
ER  - 

@article{
author = "Marić, Aleksandar and Jovanov, Pavle and Gadžurić, Slobodan and Trtić-Petrović, Tatjana and Sakač, Marijana and Tot, Aleksandar and Bertić, Marko and Vraneš, Milan",
year = "2023",
abstract = "5-Hydroxymethylfurfural (HMF), a Maillard reaction product, can be formed when honey is subjected to heat treatment or a long storage time, becoming volatile and toxic depending on its concentration. The fact that, until today, there is no literature data on the extraction of 5-hydroxymethylfurfural (HMF) from honey using ionic liquids directed the investigation of the influence of biodegradable cholinium ionic liquids on the formation of aqueous biphasic systems and the application of these systems for the extraction of HMF from honey. The influence of anions of synthesised ionic liquids on the construction of biphasic systems in which an inorganic salt was used as a salting agent was investigated. Then, the extraction of HMF in these systems was examined, and the mechanisms of HMF extraction using ionic liquids were explained using computer simulations. Examining the effect of cholinium ionic liquids (choline chloride ([Ch][Cl]), cholinium nicotinate ([Ch][Nic]), cholinium propionate ([Ch][Prop]), and cholinium butyrate ([Ch][But])) on the formation of aqueous biphasic systems by comparing the phase diagrams, it was concluded that the ability of ionic liquids to form an aqueous biphasic system with tripotassium phosphate (K3PO4) decreases in the following order: [Ch][But] z [Ch][Prop] > [Ch][Nic] > [Ch][Cl]. By applying all tested aqueous biphasic systems for the extraction of HMF from honey, an extraction efficiency of more than 89% was achieved. Complete extraction was achieved using the extraction system with [Ch][But], while the weakest ability to extract HMF was exhibited by the system with [Ch][Cl]. The mechanisms of HMF extraction using ionic liquids are explained on the basis of the optimised structures of the ionic liquid systems with HMF, together with the visualisation of noncovalent interactions, and on the basis of the calculated binding energies DGbin, which can be used as a good predictor of the extraction potential of newly synthesised ionic liquids",
journal = "RSC Advances",
title = "Application of biodegradable cholinium ionic liquids for the extraction of 5-hydroxymethylfurfural (HMF) from honey",
volume = "13",
number = "46",
pages = "32714-32721",
doi = "10.1039/D3RA06077B"
}

Marić, A., Jovanov, P., Gadžurić, S., Trtić-Petrović, T., Sakač, M., Tot, A., Bertić, M.,& Vraneš, M.. (2023). Application of biodegradable cholinium ionic liquids for the extraction of 5-hydroxymethylfurfural (HMF) from honey. in RSC Advances, 13(46), 32714-32721.
https://doi.org/10.1039/D3RA06077B

Marić A, Jovanov P, Gadžurić S, Trtić-Petrović T, Sakač M, Tot A, Bertić M, Vraneš M. Application of biodegradable cholinium ionic liquids for the extraction of 5-hydroxymethylfurfural (HMF) from honey. in RSC Advances. 2023;13(46):32714-32721.
doi:10.1039/D3RA06077B .

Marić, Aleksandar, Jovanov, Pavle, Gadžurić, Slobodan, Trtić-Petrović, Tatjana, Sakač, Marijana, Tot, Aleksandar, Bertić, Marko, Vraneš, Milan, "Application of biodegradable cholinium ionic liquids for the extraction of 5-hydroxymethylfurfural (HMF) from honey" in RSC Advances, 13, no. 46 (2023):32714-32721,
https://doi.org/10.1039/D3RA06077B . .