Amino Acids In Aqueous Solutions Research Articles

DFT-SCRF Calculations of Nitrogen Isotopic Reduced Partition Function Ratios for Amino Acids in Aqueous Solution at pH 7.4.

Using the self-consistent reaction field (SCRF) method, the nitrogen isotopic reduction partition function ratio (RPFR), a fundamental physical quantity for theoretical consideration of equilibrium isotope effects, was evaluated by density functional theory (DFT) for 20 proteinogenic and two related amino acids under physiological conditions at pH 7.4. At this pH value, all amino acids were of the zwitterion-type form with α-NH3+ and α-COO- groups, regardless of the net charge of -1 (monoanion), 0 (zwitterion), or +1 (monocation). The largest RPFR value by far was for proline (Pro). This is due to the fact that the nitrogen atom of Pro has two C-N bonds and two N-H bonds, whereas the α-nitrogen atoms of other amino acids form one C-N bond and three N-H bonds. There was a clear correlation between the RPFR value of α-nitrogen and the distance of the N-H covalent bond of the hydrogen atom involved in the formation of the intramolecular hydrogen bond (HB); the stronger the intramolecular HB, the lower the RPFR value of α-nitrogen. It was suggested that equilibrium isotope effects were partially responsible for the nitrogen isotope fractionation in the enzymatic glutamic acid/aspartic acid transamination and in ammonia assimilation during the formation of glutamine from glutamic acid.

Effects of structure similar additive on the crystallization of L-phenylalanine from aqueous solution

A comprehensive understanding of the effect of structure similar additives on the nucleation and growth of amino acid in aqueous solution is of great significance for the crystallization of L-phenylalanine and industrial production of anhydrous L-phenylalanine. This paper mainly focuses on the influence of L-tyrosine on the crystallization process of L-phenylalanine by investigating the variation and typical phenomenon in solubility, metastable zone width, crystal nucleation and growth process, and crystal morphology. The results show that the existence of L-tyrosine can obviously increase the solubility and narrow the metastable zone of L-phenylalanine thus promote the nucleation process. Meanwhile, L-tyrosine can also selectively inhibit the formation of monohydrate and improve the purity of industry-favored anhydrous L-phenylalanine in the final product. In order to explore the inhibiting effect of L-tyrosine in crystallization process, the molecular configurations in two different crystallization states were simulated by using Molecular Dynamics.The results show that water and L-phenylalanine molecules tend to form anhydrous crystals when the addition proportion of L-tyrosine increases. The theoretical calculations are in good agreement with the experimental data. The conclusions of this paper will provide new ideas and effective controlling approaches for L-phenylalanine crystals’ morphology and amino acids’ crystallization process.

Choline chloride and amino acid solutions taste and hydration behavior with experimental thermodynamic properties and COSMO-PC-SAFT calculation

Aqueous amino acid solutions have been introduced as dietary supplements for both animals and humans. This study investigates the physicochemical properties of the solutions containing amino acids (l-glycine, d,l-alanine, l-proline), choline chloride, and water at temperature range of 288.15 to 318.15 K. The results show that increasing concentrations of amino acids and choline chloride lead to higher solution densities. Analysis of apparent molar volume (Vφ) and apparent molar isentropic compressibility (κφ) reveals that Vφ values increase with choline chloride concentration and temperature, indicating enhanced solute–solvent interactions, while κφ values decrease, suggesting increased solution compression. Thermodynamic analysis using the Redlich-Mayer model and COSMO-based modeling provides insights into molecular interactions. However, COSMO-based parameters show high average relative deviation percentage (ARD %) values, indicating poor predictive performance for the density of these systems. In contrast, the ePC-SAFT equation of state effectively predicts the densities, particularly for l-proline-based solutions, which show very low ARD % values, indicating high accuracy. The ePC-SAFT model also performs reasonably well for l-glycine solutions but shows poorer results for d,l-alanine-based solutions. The study also examines the sweetness and saltiness criteria (ASV and ASIC) of these solutions. The ASV values, which serve as a sweetness criterion, are higher than the ideal range of 0.5 < ASV < 0.7, suggesting an overly sweet taste. The ASIC values follow a similar trend, indicating increased saltiness. To achieve an appropriate grade of sweetness and saltiness, dilution to lower concentrations of the solution is recommended. Furthermore, the use of choline chloride is found to increase salt intake and enhance the taste of salt, which can be beneficial in amino acid supplements used in animal food.

Density and coefficients of Jones–Dole equation for viscosity measurement of l-isoleucine, l-proline, and l-glutamine in aqueous KCl solution at 298.15–323.15 K

The present studies reported the experimental data on thermophysical properties such as density and viscosity of aqueous solutions of different amino acids namely l-isoleucine, l-proline, and l-glutamine in 1.5 mol/L KCl solution at different temperatures ranging from 298.15 to 323.15 K. Hence, the aim of this study is to investigate interactions between amino acids and KCl solution at dilute concentrations. For understanding amino acid and KCl solution interactions, we will investigate ion–ion and ion–solvent interactions. It has been observed that the density and viscosity rise with amino acid concentration and decrease with temperature. Using the Jones–Dole equation, the viscosity A and B coefficients have been determined. The viscosity B-coefficient values for all the three amino acids in aqueous electrolyte system are depicted as positive. The positive values of B-coefficient indicate a strong alignment of the solvent molecules with solute molecules. The amino acid l-glutamine acts as a structure breaker solute. This structure breaking effect of l-glutamine on solvent may be attributed to the domination of hydrophilic nature of amide group. l-isoleucine and l-proline act as structure maker in electrolyte system.

Two Different Pathways from CO2 to HCO3− in Aqueous Solutions of Arginine Sodium Salt

AbstractAmino acids and their salts are amine compounds with great potential for the chemical absorption of CO2 via the amine method. The CO2 absorption properties of various amino acids and their salts have been previously reported. However, the detailed reaction mechanism of CO2 with basic amino acids in aqueous solutions has not yet been clarified. In this study, we focused on arginine (Arg), which has the highest basicity among the standard amino acids, and its monohydrochloride (ArgCl) and sodium (NaArg) salts for the dissolution of CO2 in the aqueous solutions of Arg, ArgCl, and NaArg. CO2 was chemically dissolved in aqueous Arg and NaArg solutions but not in the aqueous ArgCl solution. One‐dimensional 1H and 13C and two‐dimensional 1H‐13C heteronuclear multiple bond correlation nuclear magnetic resonance spectroscopy indicated that the final products in the aqueous Arg and NaArg solutions were protonated Arg and HCO3−. HCO3− was formed from both CO2‐bonded Arg/Arg− and CO32− intermediates in the aqueous NaArg solution but only from the CO2‐bonded Arg/Arg− intermediate in the aqueous Arg solution. In addition to their high environmental and biological compatibility, Arg and NaArg exhibit high CO2 absorption capacity, demonstrating their potential for practical use as naturally derived CO2 chemical absorbents.

A cucurbit[8]uril-based supramolecular phosphorescent assembly: Cell imaging and sensing of amino acids in aqueous solution

In recent years, host-guest interactions of macrocycles have emerged as a promising approach to effectively enhance pure organic room-temperature phosphorescence by inhibiting the nonradiative relaxation while isolating the effects of oxygen and water molecules. In this work, a supramolecular assembly Q[8]-BCPI was constructed by 6-bromoisoquinoline derivative (BCPI) and cucurbit[8]uril (Q[8]). The assembly produced intense green room temperature phosphorescence (RTP) emission and enabled supramolecular recognition and detection of l-tryptophan (L-Trp) and l-tyrosine (L-Tyr). Moreover, the Q[8]-BCPI assembly showed good biocompatibility and low biotoxicity, and had a good staining effect on HeLa cells.

Physiochemical study of 1-methyl imidazole trifluoro methane sulfonate ionic liquid in aqueous and aqueous amino acid solutions at different temperatures

The experimental density and speed of sound of 1-methyl imidazole trifluoro methane sulfonate ionic liquid in aqueous binary ([MIm][OTf]+H2O) solution and aqueous ternary ([MIm][OTf] + 0.05 mol.kg−1 aqueous glycine) solution are reported in the dilute concentration range (0.06 to 0.16 mol.kg−1) at the temperature between 288.15 and 318.15 K with 5K interval and at atmospheric pressure. These density (ρ) and speed of sound (u) data are utilized to derive various significant thermophysical parameters namely apparent molar volume of solute (Vϕ), isentropic compressibility of solution (κs) and apparent molar isentropic compressibility of solute (KS,ϕ). The limiting apparent molar volume (Vϕ0) and limiting apparent molar isentropic compressibility (KS,ϕ0) of [MIm][OTf] are estimated by extrapolation methods. By using Vϕ0and KS,ϕ0data of the studied binary and ternary systems, the values of transfer volumes i.e. volume changes due to transfer (ΔtrVϕ0)and transfer compressibility i.e. compressibility changes due to transfer(ΔtrKsϕ0) from aqueous to aqueous amino acid solution are estimated. The observed ΔtrVϕ0and ΔtrKsϕ0values are temperature dependent. The outcomes of this investigation are framed within the context of solute-solute and solute-solvent interactions.

Development of an Activity Coefficient Model for the Aqueous Amino Acid Solution

AbstractThe enthalpy and solubility of aqueous amino acid solutions are essential thermodynamic properties for the modeling of heat and mass balance, and these properties can be estimated by considering the activity coefficient in thermodynamic calculations. In this study, the parameters of a non‐random two‐liquid model were identified using heat capacity and solubility data together to calculate the acceptable activity coefficient for an aqueous amino acid system. As a result, a highly accurate activity coefficient model of an aqueous amino acid solution was developed, and inaccurate alternative solutions regressed with heat capacity or solubility only can be avoided.

Techno-Economic Assessment for the Best Flexible Operation of the CO2 Removal Section by Potassium Taurate Solvent in a Coal-Fired Power Plant

Alternative solvents based on aqueous solutions of amino acids have been recently developed as possible substitutes for Mono Ethanol Amine (MEA) for CO2 removal from flue gas streams. The potassium taurate solvent has the advantages of degradation resistance, low toxicity and low energy requirements for its regeneration. With any type of solvent, CO2 removal applied to a power production plant decreases the revenues obtained from selling electricity because of the energy requirements. Operating the CO2 removal section in flexible mode avoids significant effects on the profits of the power plant, while accomplishing environmental regulations. This work is the first journal paper focusing on the application in flexible mode of the potassium taurate system for treating a flue gas stream from a 500 MW coal-fired power plant. Techno-economic evaluations are performed to determine the best operating conditions considering the variation in the electricity demand and its price, and different values of carbon tax. In the summer period, with high electricity prices and demands, carbon tax values between 45 EUR/tCO2 and 60 EUR/tCO2 favor CO2 absorption in the flexible mode, without periods of full CO2 emissions during the day.

Consistent Analytical Second Derivatives of the Kohn-Sham DFT Energy in the Framework of the Conductor-Like Screening Model through Gaussian Charge Distributions.

The use of implicit solvation models such as the conductor-like screening model (COSMO) in quantum chemical calculations is very common, as both a rough estimate of solvation effects as well as a general tool for stabilizing ionic molecular structures. In order to generate a smooth potential energy surface as well as consistent gradients, it is necessary to apply the Gaussian charge model (GCM) for the COSMO charges. This work introduces an efficient implementation for consistent analytical second derivatives of the electronic energy with COSMO-GCM in the framework of the Kohn-Sham density functional theory. This is used to investigate the infrared spectroscopy of amino acids in aqueous solution, where the impact of pH on the molecular structure and vibrational spectra is examined. Furthermore, the structure and stability of selected all-metal aromatic cluster ions are assessed.

Does arginine aggregate formation in aqueous solutions follow a two-step mechanism?

The formation of aggregates was studied in arginine aqueous solutions using light scattering. The main driving force for aggregate formation is hydrogen bonding between the arginine (Arg) amino acids, which is partially verified using density functional theory calculations. The measurement of energy loss during this process, coupled with Cryo-EM morphology data, indicates that these aggregates are in the solid state. The aggregation occurs in two steps, with a liquid intermediate stage. The investigation of the effect of pH and solute concentration on aggregate formation for other amino acid aqueous solutions verifies that aggregate formation is amino-acid specific, while small-sized clusters formed by weak interactions lead to large-sized aggregation. The water structure around amino acid molecules sheds light on the prediction of their aggregate formation. Homochirality is observed in the aggregates; its existence sheds light on the origin of protein homochirality.

Physicochemical studies of some bioactive molecules in aqueous solution of tetrabutylammonium methanesulphonate (TBAMS) to investigate assorted molecular interaction at different temperatures simultaneously optimized by computational approach

Aqueous tetrabutylammonium methanesulphonate (TBAMS) solvent was used to solubilize the simplest stable amino acid (AA) Glycine and protein maker amino acid (AA) L-Alanine, and their solution behaviour has been meticulously examined to explore how they interact under various temperature conditions, using parameters like density (ρ), viscosity (η), surface tension (σ), and electrolytic conductivity. 1H NMR was also performed to verify further the mode of interactions prevailing in the solution, which is further supported by the DFT study. This research primarily aims to understand the interactions between biologically significant TBAMS and important amino acids in aqueous solutions, with potential implications for the pharmaceutical field. These results are anticipated to contribute crucial foundational knowledge for grasping the influence of sugar alcohols on the stability of protein structures.

Study of Cryostructuring of Polymer System. 65. Features of Changes in the Physicochemical Properties of Poly(vinyl alcohol) Cryogels Caused by the Action of Aqueous Solutions of Amino Acids of General Formula H2N–(CH2)n–COOH

Study of Cryostructuring of Polymer System. 65. Features of Changes in the Physicochemical Properties of Poly(vinyl alcohol) Cryogels Caused by the Action of Aqueous Solutions of Amino Acids of General Formula H2N–(CH2)n–COOH

Temperature dependent micellar study of streptomycin sulfate in aqueous amino acid solutions: physicochemical approach

Temperature dependent micellar study of streptomycin sulfate in aqueous amino acid solutions: physicochemical approach

Amino acid and acetone fluorescence sensors based on a stable light-emitting Cd(II) metal-organic framework with derivatives of isonicotinic acid

As one of the most promising category of functional materials, luminescent metal–organic frameworks (LMOFs) have been widely investigated as fluorescence chemical sensors which can offer a reliable diagnostic tools in biomedical research. Herein, a luminescent Cd-MOF [Cd2(L)2(H2O)]n (Cd-MOF) (H2L = 3-(3-carboxylphenyl) isonicotinic acid), was synthesized by and characterized in detail. Single-crystal structure determination reveals that Cd-MOF crystalizes in the monoclinic crystal system with C2/c space group. Experimental results show that Cd-MOF is a highly selective and sensitive luminescent sensor for rapidly detecting acetone, l-Tryptophane (L-Trp) and l- Aspartic acid (L-Asp) in water. It can significantly test acetone in common solvents, selectively identify l-Trp-and l-Asp-in 12 amino acid aqueous solutions, and enhance the fluorescence signal of Tryptophan and quench l-Asp-with the detection limit of 17.6 μM and 68.8 μM respectively. However, upon the interaction with electron rich amino acid (L-Trp), the Cd-MOF shows the selective “Turn-On” behavior, which may also be supported by the DFT studies.

VLE determination and microscopic properties of amino acid aqueous solutions

The vapor–liquid equilibrium (VLE) data of amino acids holds immense importance in chemical engineering. The VLE data of L-Alanine + H2O, DL-Valine + H2O and DL-Methionine + H2O were measured experimentally. The feasibility of VLE data is studied by using NRTL-Xu model, and the parameters of these systems were given. Furthermore, the Fourier Transform Infrared (FTIR) spectroscopy technique was used to study the microscopic properties of the amino acid solutions. Finally, the total mean interaction energy of water in the systems was studied by COSMOthermX. The results show that the vapor pressure increases with increasing temperature in the system, the vapor pressure of the higher solubility system is lower than the low solubility system and the pure solvent. From the FTIR results, it can be seen that the greater the solubility of amino acids in water, the stronger the hydrogen bond interaction with water. Meanwhile, the results of COSMOthermX show that the total mean interaction energy in the systems is least affected by the concentration. The structure–activity relationship between macroscopic properties (VLE) and microscopic interactions (hydrogen bonds) was established.

Site-Specific Charge Regulation Model for Amino Acids in Aqueous Solutions

Site-Specific Charge Regulation Model for Amino Acids in Aqueous Solutions

A Method of Water COD Retrieval Based on 1D CNN and 2D Gabor Transform for Absorption-Fluorescence Spectra.

Chemical Oxygen Demand (COD) is one of the indicators of organic pollution in water bodies. The rapid and accurate detection of COD is of great significance to environmental protection. To address the problem of COD retrieval errors in the absorption spectrum method for fluorescent organic matter solutions, a rapid synchronous COD retrieval method for the absorption-fluorescence spectrum is proposed. Based on a one-dimensional convolutional neural network and 2D Gabor transform, an absorption-fluorescence spectrum fusion neural network algorithm is developed to improve the accuracy of water COD retrieval. Results show that the RRMSEP of the absorption-fluorescence COD retrieval method is 0.32% in amino acid aqueous solution, which is 84% lower than that of the single absorption spectrum method. The accuracy of COD retrieval is 98%, which is 15.3% higher than that of the single absorption spectrum method. The test results on the actual sampled water spectral dataset demonstrate that the fusion network outperformed the absorption spectrum CNN network in measuring COD accuracy, with the RRMSEP improving from 5.09% to 1.15%.

Design of the process of CO2 removal in NGCC by potassium taurate solvent

One of the most mature technologies for removal of carbon dioxide from gaseous streams is chemical absorption and aqueous solutions of alkanolamines are employed, with Monoethanolamine (MEA) considered the benchmark solvent. However, its volatility and toxicity and the need for a lot of energy for regeneration made research focus on possible solvents that can perform the desired treatment of gaseous streams while reducing production and operating costs and the environmental impact, to be considered as substitutes. The process based on amino acid aqueous solutions, one type of these new solvents, has the advantage of an improved sustainability and, as the one employing aqueous solutions of potassium taurate, can also benefit of the enhancement due to the reaction of precipitation. In this work a rigorous rate-based model, built in the commercial process simulator ASPEN Plus®, properly customized for the representation of the system, is used to carry out a detailed process design for the CO2 removal section of a NGCC plant by an aqueous solutions of potassium taurate, for which no previous papers on the topics have been found in the literature. The scheme is optimized and the performances of the process are evaluated for different targets of CO2 removal.

PEP-FOLD4: a pH-dependent force field for peptide structure prediction in aqueous solution.

Accurate and fast structure prediction of peptides of less 40 amino acids in aqueous solution has many biological applications, but their conformations are pH- and salt concentration-dependent. In this work, we present PEP-FOLD4 which goes one step beyond many machine-learning approaches, such as AlphaFold2, TrRosetta and RaptorX. Adding the Debye-Hueckel formalism for charged-charged side chain interactions to a Mie formalism for all intramolecular (backbone and side chain) interactions, PEP-FOLD4, based on a coarse-grained representation of the peptides, performs as well as machine-learning methods on well-structured peptides, but displays significant improvements for poly-charged peptides. PEP-FOLD4 is available at http://bioserv.rpbs.univ-paris-diderot.fr/services/PEP-FOLD4. This server is free and there is no login requirement.