Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents
GABA-based ionic liquids (ILs) and deep eutectic solvents (DESs) were synthesized and their properties compared with those of ILs and DESs with similar structures. In ILs, using GABA as the anion, [N4444][GABA], [N2224][GABA] and [N4446][GABA] in combination with ammonium, [C2mim][GABA] in combinati...
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| Format: | Article |
| Language: | English |
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Elsevier
2025-06-01
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| Series: | Journal of Ionic Liquids |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2772422025000102 |
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| author | Satoshi Kitaoka Natsuko Shimaike Yuhei Kubo Yukino Isshiki Anju Furukawa Kaoru Nobuoka |
| author_facet | Satoshi Kitaoka Natsuko Shimaike Yuhei Kubo Yukino Isshiki Anju Furukawa Kaoru Nobuoka |
| author_sort | Satoshi Kitaoka |
| collection | DOAJ |
| description | GABA-based ionic liquids (ILs) and deep eutectic solvents (DESs) were synthesized and their properties compared with those of ILs and DESs with similar structures. In ILs, using GABA as the anion, [N4444][GABA], [N2224][GABA] and [N4446][GABA] in combination with ammonium, [C2mim][GABA] in combination with imidazolium and [Ch][GABA] in combination with the biological substance choline were synthesized. Among the ILs under investigation, [N2224][GABA], [N4446][GABA] and [C2mim][GABA] were liquid at room temperature. In DESs, GABA was used as the hydrogen bond donor and three GABA-based DESs were prepared by combining [Ch][Cl], [L-Car][Cl], and [DL-Car][Cl] as hydrogen bond acceptors. Among these DESs, [L-Car][Cl] : GABA (1:1) and [DL-Car][Cl] : GABA (1:1) were shown to be liquid at room temperature. Comparing the viscosities of the prepared liquids showed that DESs was significantly higher than ILs. The viscosity increase was suggested to be due to the hydrogen bond acceptors of [L-Car][Cl] : GABA (1:1) and [DL-Car][Cl] : GABA (1:1) having carboxyl groups. The toxicity of GABA-based ILs and DESs was investigated using HeLa cells, which showed that their cytotoxicity was similar to or lower than that of GABA alone in HeLa cells. |
| format | Article |
| id | doaj-art-8dc370068ccd467abe2895e1a662f3af |
| institution | OA Journals |
| issn | 2772-4220 |
| language | English |
| publishDate | 2025-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Ionic Liquids |
| spelling | doaj-art-8dc370068ccd467abe2895e1a662f3af2025-08-20T02:06:44ZengElsevierJournal of Ionic Liquids2772-42202025-06-015110014110.1016/j.jil.2025.100141Synthesis and properties of GABA-based ionic liquids and deep eutectic solventsSatoshi Kitaoka0Natsuko Shimaike1Yuhei Kubo2Yukino Isshiki3Anju Furukawa4Kaoru Nobuoka5Department of Biotechnology and Chemistry, Faculty of Engineering, Kindai University, Umenobe 1, Takaya, Higashihiroshima 739-2116, Japan; Corresponding author.Department of Biotechnology and Chemistry, Faculty of Engineering, Kindai University, Umenobe 1, Takaya, Higashihiroshima 739-2116, JapanDepartment of Biotechnology and Chemistry, Faculty of Engineering, Kindai University, Umenobe 1, Takaya, Higashihiroshima 739-2116, JapanDivision of Applied Chemistry, Graduate School of Engineering, Oita University, 700 Dannoharu, Oita 870-1192, JapanDivision of Applied Chemistry, Graduate School of Engineering, Oita University, 700 Dannoharu, Oita 870-1192, JapanDepartment of Science and Technology, Faculty of Science and Technology, Oita University, 700 Dannoharu, Oita 870-1192, JapanGABA-based ionic liquids (ILs) and deep eutectic solvents (DESs) were synthesized and their properties compared with those of ILs and DESs with similar structures. In ILs, using GABA as the anion, [N4444][GABA], [N2224][GABA] and [N4446][GABA] in combination with ammonium, [C2mim][GABA] in combination with imidazolium and [Ch][GABA] in combination with the biological substance choline were synthesized. Among the ILs under investigation, [N2224][GABA], [N4446][GABA] and [C2mim][GABA] were liquid at room temperature. In DESs, GABA was used as the hydrogen bond donor and three GABA-based DESs were prepared by combining [Ch][Cl], [L-Car][Cl], and [DL-Car][Cl] as hydrogen bond acceptors. Among these DESs, [L-Car][Cl] : GABA (1:1) and [DL-Car][Cl] : GABA (1:1) were shown to be liquid at room temperature. Comparing the viscosities of the prepared liquids showed that DESs was significantly higher than ILs. The viscosity increase was suggested to be due to the hydrogen bond acceptors of [L-Car][Cl] : GABA (1:1) and [DL-Car][Cl] : GABA (1:1) having carboxyl groups. The toxicity of GABA-based ILs and DESs was investigated using HeLa cells, which showed that their cytotoxicity was similar to or lower than that of GABA alone in HeLa cells.http://www.sciencedirect.com/science/article/pii/S2772422025000102Ionic liquidsDeep eutectic solventsGabaBiocompatible media |
| spellingShingle | Satoshi Kitaoka Natsuko Shimaike Yuhei Kubo Yukino Isshiki Anju Furukawa Kaoru Nobuoka Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents Journal of Ionic Liquids Ionic liquids Deep eutectic solvents Gaba Biocompatible media |
| title | Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents |
| title_full | Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents |
| title_fullStr | Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents |
| title_full_unstemmed | Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents |
| title_short | Synthesis and properties of GABA-based ionic liquids and deep eutectic solvents |
| title_sort | synthesis and properties of gaba based ionic liquids and deep eutectic solvents |
| topic | Ionic liquids Deep eutectic solvents Gaba Biocompatible media |
| url | http://www.sciencedirect.com/science/article/pii/S2772422025000102 |
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