2
0
2017
liu
wan
0
journal
Original
Liu, Y.[Ya]
Wang, Y.[Ying]
Liu, Y.[Yumin]
Xu, S.[Shijie]
Chen, M.[Mingyang]
Du, S.[Shichao]
Gong, J.[Junbo]
J. Chem. Thermodyn.
2017
2020-09-29
Solubility of L-histidine in different aqueous binary solvent mixtures from 283.15 K to 318.15 K with experimental measurement and thermodynamic modelling
In this study, the solubility of L-histidine in three different binary solvents, including (water + acetone), (water + ethanol) and (water + 2-propanol), was measured over temperatures from 283.15 K to 318.15 K by employing a gravimetric method at atmospheric pressure. It was found that the solubility of Lhistidine in the binary mixed solvents increases with the increasing temperature at a given solvent composition, whereas it decreases with the rise of mole fraction of organic solvents. The experimental results were well correlated by the modified Apelblat equation, CNIBS/R-K model, combined version of the Jouyban-Acree model and NRTL model, respectively. This shows that these models can correlate the solubility in three binary mixed solvents accurately. Furthermore, the mixing thermodynamic properties of L-histidine in different binary solvent mixtures were also calculated based on the NRTL model. The result indicates that the mixing process of L-histidine is endothermic and spontaneous.
L-histidine
Solubility
Binary solvents
Thermodynamic model
Thermodynamic properties
10.1016/j.jct.2016.09.039
105
1-14
1
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
HNDVDQJCIGZPNO-YFKPBYRVSA-N
L-histidine
(S)-.alpha.-amino-1H-imidazole-4-propanoic acid
(S)-4-(2-amino-2-carboxyethyl)imidazole
(S)-histidine
4-(2-amino-2-carboxyethyl)imidazole
C6H9N3O2
1
Commercial source
1
99
2
Stated by supplier
2
InChI=1S/C3H6O/c1-3(2)4/h1-2H3
CSCPPACGZOOCGX-UHFFFAOYSA-N
acetone
2-propanone
dimethyl ketone
propan-2-one
propanone
pyroacetic ether
C3H6O
1
Commercial source
1
99.5
3
Stated by supplier
3
InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N
ethanol
ethyl alcohol
C2H6O
1
Commercial source
1
99.5
3
Stated by supplier
4
InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3
KFZMGEQAYNKOFK-UHFFFAOYSA-N
propan-2-ol
2-propanol
isopropanol
isopropyl alcohol
sec-propyl alcohol
C3H8O
1
Commercial source
1
99.5
3
Stated by supplier
5
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
H2O
1
Commercial source
1
Fractional distillation
2
99.8
3
Estimated by the compiler
1
2
1
1
1
5
1
Principal objective of the work
AB
TRC
4/1/2017
1
Mole fraction
Gravimetric method
1
Liquid
Direct value, X
2
5
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
2
Solvent: Mole fraction
2
Liquid
1
283.15
5
2
0
3
1
0.003503
4
1
0.000666
1
283.15
5
2
0.05
1
1
0.002315
4
1
0.00044
1
283.15
5
2
0.1
2
1
0.001495
4
1
0.000284
1
283.15
5
2
0.2
2
1
0.000565
3
1
0.000108
1
283.15
5
2
0.3
2
1
0.000203
3
1
3.9e-05
1
283.15
5
2
0.4
2
1
8.3e-05
2
1
1.6e-05
1
283.15
5
2
0.5
2
1
3.3e-05
2
1
7e-06
1
283.15
5
2
0.6
2
1
9e-06
1
1
6e-06
1
288.15
5
2
0
3
1
0.003845
4
1
0.000731
1
288.15
5
2
0.05
1
1
0.002506
4
1
0.000476
1
288.15
5
2
0.1
2
1
0.001647
4
1
0.000313
1
288.15
5
2
0.2
2
1
0.000689
3
1
0.000132
1
288.15
5
2
0.3
2
1
0.00027
3
1
5.2e-05
1
288.15
5
2
0.4
2
1
0.00011
3
1
2.1e-05
1
288.15
5
2
0.5
2
1
4.8e-05
2
1
9e-06
1
288.15
5
2
0.6
2
1
1.5e-05
2
1
1.1e-05
1
293.15
5
2
0
3
1
0.004172
4
1
0.000793
1
293.15
5
2
0.05
1
1
0.002762
4
1
0.000525
1
293.15
5
2
0.1
2
1
0.001801
4
1
0.000343
1
293.15
5
2
0.2
2
1
0.000755
3
1
0.000144
1
293.15
5
2
0.3
2
1
0.000301
3
1
5.8e-05
1
293.15
5
2
0.4
2
1
0.000133
3
1
2.6e-05
1
293.15
5
2
0.5
2
1
6.1e-05
2
1
1.2e-05
1
293.15
5
2
0.6
2
1
2e-05
2
1
1.4e-05
1
298.15
5
2
0
3
1
0.004587
4
1
0.000872
1
298.15
5
2
0.05
1
1
0.00312
4
1
0.000593
1
298.15
5
2
0.1
2
1
0.001966
4
1
0.000374
1
298.15
5
2
0.2
2
1
0.000865
3
1
0.000165
1
298.15
5
2
0.3
2
1
0.000357
3
1
6.9e-05
1
298.15
5
2
0.4
2
1
0.000145
3
1
2.8e-05
1
298.15
5
2
0.5
2
1
6.9e-05
2
1
1.3e-05
1
298.15
5
2
0.6
2
1
2.7e-05
2
1
1.9e-05
1
303.15
5
2
0
3
1
0.0051
4
1
0.000969
1
303.15
5
2
0.05
1
1
0.003467
4
1
0.000659
1
303.15
5
2
0.1
2
1
0.002255
4
1
0.000429
1
303.15
5
2
0.2
2
1
0.000942
3
1
0.00018
1
303.15
5
2
0.3
2
1
0.000413
3
1
7.9e-05
1
303.15
5
2
0.4
2
1
0.000169
3
1
3.3e-05
1
303.15
5
2
0.5
2
1
8.6e-05
2
1
1.7e-05
1
303.15
5
2
0.6
2
1
3.2e-05
2
1
2.3e-05
1
308.15
5
2
0
3
1
0.005621
4
1
0.001068
1
308.15
5
2
0.05
1
1
0.004004
4
1
0.000761
1
308.15
5
2
0.1
2
1
0.002661
4
1
0.000506
1
308.15
5
2
0.2
2
1
0.001054
4
1
0.000202
1
308.15
5
2
0.3
2
1
0.000458
3
1
8.8e-05
1
308.15
5
2
0.4
2
1
0.000195
3
1
3.8e-05
1
308.15
5
2
0.5
2
1
9.4e-05
2
1
1.8e-05
1
308.15
5
2
0.6
2
1
3.7e-05
2
1
2.6e-05
1
313.15
5
2
0
3
1
0.006131
4
1
0.001165
1
313.15
5
2
0.05
1
1
0.004475
4
1
0.000851
1
313.15
5
2
0.1
2
1
0.002956
4
1
0.000562
1
313.15
5
2
0.2
2
1
0.001245
4
1
0.000238
1
313.15
5
2
0.3
2
1
0.000539
3
1
0.000104
1
313.15
5
2
0.4
2
1
0.000228
3
1
4.4e-05
1
313.15
5
2
0.5
2
1
0.000102
3
1
2e-05
1
313.15
5
2
0.6
2
1
3.9e-05
2
1
2.7e-05
1
318.15
5
2
0
3
1
0.006674
4
1
0.001268
1
318.15
5
2
0.05
1
1
0.004872
4
1
0.000926
1
318.15
5
2
0.1
2
1
0.003282
4
1
0.000624
1
318.15
5
2
0.2
2
1
0.00137
4
1
0.000262
1
318.15
5
2
0.3
2
1
0.000579
3
1
0.000112
1
318.15
5
2
0.4
2
1
0.000236
3
1
4.6e-05
1
318.15
5
2
0.5
2
1
0.00011
3
1
2.1e-05
1
318.15
5
2
0.6
2
1
4.1e-05
2
1
2.9e-05
2
3
1
1
1
5
1
Principal objective of the work
AB
TRC
4/1/2017
1
Mole fraction
Gravimetric method
1
Liquid
Direct value, X
3
5
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
2
Solvent: Mole fraction
3
Liquid
1
283.15
5
2
0
3
1
0.003503
4
1
0.000638
1
283.15
5
2
0.05
1
1
0.002017
4
1
0.000367
1
283.15
5
2
0.1
2
1
0.00133
4
1
0.000242
1
283.15
5
2
0.2
2
1
0.000767
3
1
0.00014
1
283.15
5
2
0.3
2
1
0.000484
3
1
8.8e-05
1
283.15
5
2
0.4
2
1
0.000289
3
1
5.3e-05
1
283.15
5
2
0.5
2
1
0.000162
3
1
3e-05
1
283.15
5
2
0.6
2
1
8.7e-05
2
1
1.6e-05
1
283.15
5
2
0.7
2
1
5.9e-05
2
1
1.5e-05
1
288.15
5
2
0
3
1
0.003845
4
1
0.0007
1
288.15
5
2
0.05
1
1
0.002256
4
1
0.000411
1
288.15
5
2
0.1
2
1
0.001496
4
1
0.000273
1
288.15
5
2
0.2
2
1
0.000891
3
1
0.000163
1
288.15
5
2
0.3
2
1
0.000559
3
1
0.000102
1
288.15
5
2
0.4
2
1
0.00034
3
1
6.2e-05
1
288.15
5
2
0.5
2
1
0.000196
3
1
3.6e-05
1
288.15
5
2
0.6
2
1
0.000102
3
1
1.9e-05
1
288.15
5
2
0.7
2
1
6.7e-05
2
1
1.7e-05
1
293.15
5
2
0
3
1
0.004172
4
1
0.00076
1
293.15
5
2
0.05
1
1
0.002556
4
1
0.000466
1
293.15
5
2
0.1
2
1
0.00171
4
1
0.000312
1
293.15
5
2
0.2
2
1
0.00107
4
1
0.000195
1
293.15
5
2
0.3
2
1
0.000662
3
1
0.000121
1
293.15
5
2
0.4
2
1
0.000381
3
1
7e-05
1
293.15
5
2
0.5
2
1
0.000231
3
1
4.3e-05
1
293.15
5
2
0.6
2
1
0.000124
3
1
2.3e-05
1
293.15
5
2
0.7
2
1
7.1e-05
2
1
1.8e-05
1
298.15
5
2
0
3
1
0.004587
4
1
0.000835
1
298.15
5
2
0.05
1
1
0.002924
4
1
0.000533
1
298.15
5
2
0.1
2
1
0.001957
4
1
0.000357
1
298.15
5
2
0.2
2
1
0.00125
4
1
0.000228
1
298.15
5
2
0.3
2
1
0.000749
3
1
0.000137
1
298.15
5
2
0.4
2
1
0.000447
3
1
8.2e-05
1
298.15
5
2
0.5
2
1
0.000257
3
1
4.7e-05
1
298.15
5
2
0.6
2
1
0.000144
3
1
2.7e-05
1
298.15
5
2
0.7
2
1
8e-05
2
1
2.1e-05
1
303.15
5
2
0
3
1
0.0051
4
1
0.000928
1
303.15
5
2
0.05
1
1
0.003297
4
1
0.000601
1
303.15
5
2
0.1
2
1
0.002315
4
1
0.000422
1
303.15
5
2
0.2
2
1
0.001407
4
1
0.000257
1
303.15
5
2
0.3
2
1
0.000854
3
1
0.000156
1
303.15
5
2
0.4
2
1
0.000488
3
1
9e-05
1
303.15
5
2
0.5
2
1
0.000274
3
1
5.1e-05
1
303.15
5
2
0.6
2
1
0.000156
3
1
2.9e-05
1
303.15
5
2
0.7
2
1
8.2e-05
2
1
2.1e-05
1
308.15
5
2
0
3
1
0.005621
4
1
0.001023
1
308.15
5
2
0.05
1
1
0.003877
4
1
0.000706
1
308.15
5
2
0.1
2
1
0.002698
4
1
0.000492
1
308.15
5
2
0.2
2
1
0.001669
4
1
0.000304
1
308.15
5
2
0.3
2
1
0.001034
4
1
0.000189
1
308.15
5
2
0.4
2
1
0.000594
3
1
0.000109
1
308.15
5
2
0.5
2
1
0.000315
3
1
5.8e-05
1
308.15
5
2
0.6
2
1
0.000175
3
1
3.3e-05
1
308.15
5
2
0.7
2
1
9.1e-05
2
1
2.4e-05
1
313.15
5
2
0
3
1
0.006131
4
1
0.001116
1
313.15
5
2
0.05
1
1
0.004395
4
1
0.0008
1
313.15
5
2
0.1
2
1
0.003183
4
1
0.00058
1
313.15
5
2
0.2
2
1
0.001917
4
1
0.00035
1
313.15
5
2
0.3
2
1
0.001169
4
1
0.000214
1
313.15
5
2
0.4
2
1
0.000662
3
1
0.000122
1
313.15
5
2
0.5
2
1
0.000374
3
1
6.9e-05
1
313.15
5
2
0.6
2
1
0.000193
3
1
3.6e-05
1
313.15
5
2
0.7
2
1
9.8e-05
2
1
2.6e-05
1
318.15
5
2
0
3
1
0.006674
4
1
0.001215
1
318.15
5
2
0.05
1
1
0.005085
4
1
0.000926
1
318.15
5
2
0.1
2
1
0.003903
4
1
0.000712
1
318.15
5
2
0.2
2
1
0.002346
4
1
0.000428
1
318.15
5
2
0.3
2
1
0.001392
4
1
0.000255
1
318.15
5
2
0.4
2
1
0.000796
3
1
0.000146
1
318.15
5
2
0.5
2
1
0.000417
3
1
7.7e-05
1
318.15
5
2
0.6
2
1
0.000225
3
1
4.2e-05
1
318.15
5
2
0.7
2
1
0.000105
3
1
2.8e-05
3
4
1
1
1
5
1
Principal objective of the work
AB
TRC
4/1/2017
1
Mole fraction
Gravimetric method
1
Liquid
Direct value, X
4
5
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
2
Solvent: Mole fraction
4
Liquid
1
283.15
5
2
0
3
1
0.003503
4
1
0.000666
1
283.15
5
2
0.05
1
1
0.00179
4
1
0.00034
1
283.15
5
2
0.1
2
1
0.001104
4
1
0.00021
1
283.15
5
2
0.2
2
1
0.000589
3
1
0.000112
1
283.15
5
2
0.3
2
1
0.000337
3
1
6.4e-05
1
283.15
5
2
0.4
2
1
0.000173
3
1
3.3e-05
1
283.15
5
2
0.5
2
1
6.3e-05
2
1
1.3e-05
1
283.15
5
2
0.6
2
1
1.4e-05
2
1
1e-05
1
288.15
5
2
0
3
1
0.003845
4
1
0.000731
1
288.15
5
2
0.05
1
1
0.002073
4
1
0.000394
1
288.15
5
2
0.1
2
1
0.001338
4
1
0.000255
1
288.15
5
2
0.2
2
1
0.000708
3
1
0.000135
1
288.15
5
2
0.3
2
1
0.000408
3
1
7.8e-05
1
288.15
5
2
0.4
2
1
0.000204
3
1
3.9e-05
1
288.15
5
2
0.5
2
1
8e-05
2
1
1.6e-05
1
288.15
5
2
0.6
2
1
1.9e-05
2
1
1.4e-05
1
293.15
5
2
0
3
1
0.004172
4
1
0.000793
1
293.15
5
2
0.05
1
1
0.002397
4
1
0.000456
1
293.15
5
2
0.1
2
1
0.001624
4
1
0.000309
1
293.15
5
2
0.2
2
1
0.00088
3
1
0.000168
1
293.15
5
2
0.3
2
1
0.000492
3
1
9.4e-05
1
293.15
5
2
0.4
2
1
0.000243
3
1
4.7e-05
1
293.15
5
2
0.5
2
1
9.3e-05
2
1
1.9e-05
1
293.15
5
2
0.6
2
1
2.6e-05
2
1
1.9e-05
1
298.15
5
2
0
3
1
0.004587
4
1
0.000872
1
298.15
5
2
0.05
1
1
0.002871
4
1
0.000546
1
298.15
5
2
0.1
2
1
0.00196
4
1
0.000373
1
298.15
5
2
0.2
2
1
0.001054
4
1
0.000201
1
298.15
5
2
0.3
2
1
0.000552
3
1
0.000106
1
298.15
5
2
0.4
2
1
0.000284
3
1
5.5e-05
1
298.15
5
2
0.5
2
1
0.000128
3
1
2.5e-05
1
298.15
5
2
0.6
2
1
3.6e-05
2
1
2.6e-05
1
303.15
5
2
0
3
1
0.0051
4
1
0.000969
1
303.15
5
2
0.05
1
1
0.003285
4
1
0.000625
1
303.15
5
2
0.1
2
1
0.002338
4
1
0.000445
1
303.15
5
2
0.2
2
1
0.001283
4
1
0.000245
1
303.15
5
2
0.3
2
1
0.000661
3
1
0.000126
1
303.15
5
2
0.4
2
1
0.000352
3
1
6.8e-05
1
303.15
5
2
0.5
2
1
0.000157
3
1
3.1e-05
1
303.15
5
2
0.6
2
1
5e-05
2
1
3.6e-05
1
308.15
5
2
0
3
1
0.005621
4
1
0.001068
1
308.15
5
2
0.05
1
1
0.003793
4
1
0.000721
1
308.15
5
2
0.1
2
1
0.002775
4
1
0.000528
1
308.15
5
2
0.2
2
1
0.001525
4
1
0.000291
1
308.15
5
2
0.3
2
1
0.000804
3
1
0.000154
1
308.15
5
2
0.4
2
1
0.000424
3
1
8.2e-05
1
308.15
5
2
0.5
2
1
0.000201
3
1
3.9e-05
1
308.15
5
2
0.6
2
1
6.9e-05
2
1
5e-05
1
313.15
5
2
0
3
1
0.006131
4
1
0.001165
1
313.15
5
2
0.05
1
1
0.004288
4
1
0.000815
1
313.15
5
2
0.1
2
1
0.003194
4
1
0.000607
1
313.15
5
2
0.2
2
1
0.001806
4
1
0.000344
1
313.15
5
2
0.3
2
1
0.000957
3
1
0.000183
1
313.15
5
2
0.4
2
1
0.000522
3
1
0.0001
1
313.15
5
2
0.5
2
1
0.000253
3
1
4.9e-05
1
313.15
5
2
0.6
2
1
9.4e-05
2
1
6.8e-05
1
318.15
5
2
0
3
1
0.006674
4
1
0.001268
1
318.15
5
2
0.05
1
1
0.004998
4
1
0.00095
1
318.15
5
2
0.1
2
1
0.003798
4
1
0.000723
1
318.15
5
2
0.2
2
1
0.002128
4
1
0.000406
1
318.15
5
2
0.3
2
1
0.001173
4
1
0.000224
1
318.15
5
2
0.4
2
1
0.000646
3
1
0.000124
1
318.15
5
2
0.5
2
1
0.000322
3
1
6.3e-05
1
318.15
5
2
0.6
2
1
0.000124
3
1
9e-05
4
1
1
5
1
Principal objective of the work
AB
TRC
4/1/2017
1
Mole fraction
Gravimetric method
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
283.15
5
1
0.003503
4
1
0.000666
1
288.15
5
1
0.003845
4
1
0.000731
1
293.15
5
1
0.004172
4
1
0.000793
1
298.15
5
1
0.004587
4
1
0.000872
1
303.15
5
1
0.0051
4
1
0.000969
1
308.15
5
1
0.005621
4
1
0.001068
1
313.15
5
1
0.006131
4
1
0.001165
1
318.15
5
1
0.006674
4
1
0.001268