Solubility Behavior, Hansen Solubility Parameters, and Thermodynamic Modeling of <sc>l</sc>-Leucine in 12 Monosolvents from 283.15 to 323.15 K

被引:5
作者
Wang, Jiaxin [1 ]
Li, Junjie [1 ]
Liu, Dandan [1 ]
Wang, Yongjie [1 ]
Zhang, Shujing [1 ]
Liu, Yang [1 ]
Zhao, Long [1 ]
Xing, Xin [1 ]
Zhi, Minjie [2 ]
Wang, Peng [1 ,3 ]
Hou, Xu [1 ,3 ]
机构
[1] Changchun Univ Technol, Sch Chem Engn, Changchun 130012, Jilin, Peoples R China
[2] Northwest Univ Polit Sci & Law, Sch Publ Secur, Xian 710122, Shaanxi, Peoples R China
[3] Changchun Univ Technol, Adv Inst Mat Sci, Changchun 130012, Jilin, Peoples R China
关键词
DIFFERENT PURE SOLVENTS; MAGNESIUM-DL-ASPARTATE; ALPHA-AMINO-ACIDS; P-TOLUIC ACID; WATER; PEPTIDES; GLYCINE; ETHANOL;
D O I
10.1021/acs.jced.3c00287
中图分类号
O414.1 [热力学];
学科分类号
摘要
The solubility and solvent effects of l-leucine in monosolvent systems (water, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, acetonitrile, 1,4-dioxane, acetone, methyl acetate, and ethyl acetate) were investigated by the static gravimetric method in the temperature range from 283.15 to 323.15 K (with 5 K intervals). The solubility increased expectedly with the increase in temperature in all solvents. The solubility order of l-leucine in monosolvents was ranked as water > methanol > ethyl acetate > isopropanol > methyl acetate > isobutanol > ethanol > n-propanol > acetone >1,4-dioxane > acetonitrile > n-butanol. The polymorph of l-leucine was investigated by powder X-ray diffraction. Experiments confirmed that the crystal form did not change during the determination of solubility. The solubility of l-leucine in 12 monosolvents was analyzed by Dimroth and Reichardt's polarity parameters [E- T(30)], hydrogen bonds, cohesive energy density, molecular structures, viscosity, and Hansen solubility parameters. Solubility in these monosolvents was well correlated by the modified Apelblat model and the Yaws model. According to the Akaike information criterion and Akaike weight analysis, the modified Apelblat model achieves relatively better fitting results..
引用
收藏
页码:2725 / 2734
页数:10
相关论文
共 39 条
[1]   Electrolyte Effects on the Amino Acid Solubility in Water: Solubilitiesof Glycine,L-Leucine,L-Phenylalanine, andL-Aspartic Acid in SaltSolutions of (Na+,K+,NH4+)/(Cl-,NO3-) [J].
Aliyeva, Mehriban ;
Brandao, Paula ;
Gomes, Jose R. B. ;
Coutinho, Joao A. P. ;
Ferreira, Olga ;
Pinho, Simao P. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2022, 61 (16) :5620-5631
[2]   Solubility, molecular interactions and mixing thermodynamic properties of piperine in various pure solvents at different temperatures [J].
Alshehri, Sultan ;
Haq, Nazrul ;
Shakeel, Faiyaz .
JOURNAL OF MOLECULAR LIQUIDS, 2018, 250 :63-70
[3]   Measurement and Correlation for Solubility of Moroxydine Hydrochloride in Pure and Binary Solvents [J].
An, Mengyao ;
Yi, Dengjing ;
Qu, Jingxuan ;
Liu, Haoyou ;
Hu, Shen ;
Han, Jiaming ;
Guo, Ying ;
Huang, Haishuang ;
He, Hui ;
Wang, Peng .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2020, 65 (05) :2611-2618
[4]   Solubilities of o-acetylsalicylic, 4-aminosalicylic, 3,5-dinitrosalicylic, and p-toluic acid, and magnesium-DL-aspartate in water from T = (278 to 348) K [J].
Apelblat, A ;
Manzurola, E .
JOURNAL OF CHEMICAL THERMODYNAMICS, 1999, 31 (01) :85-91
[5]  
Azmin SNHM, 2014, COMPUT-AIDED CHEM EN, V33, P1225
[6]   Hildebrand and Hansen solubility parameters from molecular dynamics with applications to electronic nose polymer sensors [J].
Belmares, M ;
Blanco, M ;
Goddard, WA ;
Ross, RB ;
Caldwell, G ;
Chou, SH ;
Pham, J ;
Olofson, PM ;
Thomas, C .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 2004, 25 (15) :1814-1826
[7]   Solubility of the Proteinogenic α-Amino Acids in Water, Ethanol, and Ethanol-Water Mixtures [J].
Bowden, Nathan A. ;
Sanders, Johan P. M. ;
Bruins, Marieke E. .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2018, 63 (03) :488-497
[8]   Solubilities of L-cystine, L-tyrosine, L-leucine, and glycine in their water solutions [J].
Carta, R .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1999, 44 (03) :563-567
[9]   Studies in the physical chemistry of amino acids, peptides and related substances. II the solubility of a-ammo acids in water and in alcohol-water mixtures [J].
Cohn, EJ ;
McMeekin, TL ;
Edsall, JT ;
Weare, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 (07) :2270-2282
[10]   Metabolic adaptation of skeletal muscle to hyperammonemia drives the beneficial effects of L-leucine in cirrhosis [J].
Davuluri, Gangarao ;
Krokowski, Dawid ;
Guan, Bo-Jhih ;
Kumar, Avinash ;
Thapaliya, Samjhana ;
Singh, Dharmvir ;
Hatzoglou, Maria ;
Dasarathy, Srinivasan .
JOURNAL OF HEPATOLOGY, 2016, 65 (05) :929-937