Abstract
The interaction between nicotinic acid (NA) and l-phenylalanine (Phe) was studied in aqueous phosphate buffer solutions (pH = 7.35) by differential scanning calorimetry. Heat capacities of nicotinic acid–buffer, l-phenylalanine–buffer, and nicotinic acid–l-phenylalanine–buffer mixtures were determined at (283.15, 288.15, 293.15, 298.15, 303.15, 308.15, 313.15, 318.15 and 323.15) K using the microdifferential scanning calorimeter SCAL-1 (Pushchino, Russia). The apparent molar heat capacities, ϕ C p , of nicotinic acid in buffer solution and in buffer 0.0216 mol·kg−1 amino acid solutions were evaluated. The concentration of NA was varied from (0.0106–0.0701) mol·kg−1. The interaction of NA with Phe is accompanied by complex formation. The partial molar heat capacities of transfer of nicotinic acid from buffer to buffer amino acid solutions are positive. The results are discussed in terms of various interactions operating in this system.
Similar content being viewed by others
References
Koohyar, F., Rostami, A.A., Chaichi, M.J., Kiani, F.: Refractive indices, viscosities, and densities for l-cysteine hydrochloride monohydrate + D-sorbitol + water, and glycerol + D-sorbitol + water in the temperature range between T = 303.15 and T = 323.15 K. J. Solution Chem. 40, 1361–1370 (2011)
Lark, B.S., Patyar, P., Banipal, T.S., Kishore, N.: Densities, partial molar volumes and heat capacities of glycine, l-alanine, and l-leucine in aqueous magnesium chloride solutions at different temperatures. J. Chem. Eng. Data 49, 553–565 (2004)
Banik, I., Roy, M.N.: Study of solute–solvent interaction of some bio-active solutes prevailing in aqueous ascorbic acid solution. J. Mol. Liq. 169, 8–14 (2012)
Sashin, M., Ayranci, E.: Studies on the interactions of diglycine and triglycine with polyethylene glycol 400 in aqueous solutions by density and ultrasound speed measurements. J. Chem. Thermodyn. 58, 70–82 (2013)
Makhatadze, G.I., Privalov, P.L.: Heat capacity of proteins: I. Partial molar heat capacity of individual amino acid residues in aqueous solution: hydration effect. J. Mol. Biol. 213, 375–384 (1990)
Hakin, A.W., Duke, M.M., Klassen, A., McKay, R.M., Preuss, K.E.: Apparent molar heat capacities and volumes of some aqueous solutions of aliphatic amino acids at 288.15, 298.15, 313.15, and 328.15 K. Can. J. Chem. 72, 362–368 (1994)
Bhat, R., Ahluwalia, J.C.: Partial molar heat capacities and volumes of transfer of some amino acids and peptides from water to aqueous sodium chloride solutions at 298.15 K. J. Phys. Chem. 89, 1099–1105 (1985)
Singh, S.K., Kishore, N.: Partial molar volumes of amino acids and peptides in aqueous salt solutions at 25 °C and a correlation with stability of proteins in the presence of salts. J. Solution Chem. 32, 117–135 (2003)
Prasad, K.P., Ahluwalia, J.C.: Heat capacities of transfer of some amino acids and peptides from water to aqueous urea solutions. Biopolymers 19, 273–284 (1980)
Liu, C., Zhou, L., Lin, R.: Interactions of some amino acids with aqueous N,N-dimethylacetamide solutions at 298.15 and 308.15 K: a volumetric approach. J. Solution Chem. 36, 923–937 (2007)
Banipal, T.S., Singh, G., Lark, B.S.: Densities and partial molar volumes of some amino acids and diglycine in aqueous n-propanol at 25°C. J. Solution Chem. 32, 997–1015 (2001)
Roberts, M.J., Bently, M.D., Harris, J.M.: Chemistry for peptide and protein PEGylation. Adv. Drug Delivery Rev. 54, 459–476 (2002)
Khalil, M.M., Fazary, A.E.: Potentiometric studies on binary and ternary vomplexes of di- and trivalent metal ions involving some hdroxamic acids, amino acids, and nucleic acid components. Monatsh. Chem. 135, 1455–1474 (2004)
Makrlík, E., Selucký, P., Vaňura, P.: Complexation of some protonated α-amino acid methyl esters with benzo-18-crown-6 in nitrobenzene saturated with water. J. Mol. Liq. 180, 21–224 (2013)
Kopelevich, V.M., Gunar, V.I.: Search for new drugs. Some approaches to the directed search for new drugs based on nicotinic acid. Pharmaceut. Chem. J. 33, 177–187 (1999)
Gonçalves, E.M., Joseph, A., Conceição, A.C.L., Minas da Piedade, M.E.: Potentiometric titration study of the temperature and ionic strength dependence of the of the acidity constants of nicotinic acid (niacin). J. Chem. Eng. Data 56, 2964–2970 (2011)
Badeline, V.G., Tyunina, E.Y., Mezhevoi, I.N., Tarasova, G.N.: Thermodynamic characteristics of the interaction between nicotinic acid and phenylalanine in an aqueous buffer solution at 298 K. Russ. J. Phys. Chem. A 87, 1306–1309 (2013)
Tyunina, EYu., Badelin, V.G., Mezhevoi, I.N., Tarasova, G.N.: Thermodynamics of aromatic amino acid interactions with heterocyclic ligands. J. Mol. Liq. 211, 494–497 (2015)
Tyunina, EYu., Badelin, V.G.: Interaction of l-phenylalanine with nicotinic acid in buffer solution by volumetric measurements at various temperatures. J. Solution Chem. 45, 475–482 (2016)
Senin, A.A., Potekhin, S.A., Tiktopulo, E.I., Filimonov, V.V.: Differential scanning microcalorimeter SCAL-1. J. Therm. Anal. Calorim. 62, 153–160 (2000)
Senin, A.A., Dzhavadov, L.N., Potekhin, S.A.: High-pressure differential scanning microcalorimeter. Rev. Sci. Instrum. 87, 034901–034906 (2016)
Desnoyers, J.E., Visser, C., Perron, G., Picker, P.: Reexamination of the heat capacities obtained by flow microcalorimetry. Recommendation for the use of a chemical standard. J. Solution Chem. 5, 605–616 (1976)
Archer, D.G.: Thermodynamic properties of the NaCl + H2O system. II. Thermodynamic properties of NaCl(aq), NaCl·2H2O(cr), and phase equilibria. J. Phys. Chem. Ref. Data 21, 793–829 (1992)
Woolley, E.M.: A new tool for an old job: using fixed cell scanning calorimetry to investigate dilute aqueous solutions. J. Chem. Thermodyn. 39, 1300–1317 (2007)
Schröder, E., Thomauske, K., Schmalzbauer, J., Herberger, S., Gebert, C., Velevska, M.: Design and test of a new flow calorimeter for online detection of geothermal water heat capacity. Geothermics. 53, 202–212 (2015)
Krumgalz, B.S., Malester, I.A., Ostrich, I.J., Millero, F.J.: Heat capacities of concentrated multicomponent aqueous electrolyte solutions at various temperatures. J. Solution Chem. 21, 635–649 (1992)
Clarke, E.C.W., Glew, D.N.: Evaluation of the thermodynamic functions for aqueous sodium chloride from equilibrium and calorimetric measurements below 154 °C. J. Phys. Chem. Ref. Data 14, 490–610 (1985)
Simard, M.-A., Fortier, J.-L.: Heat capacity measurements of liquids with a Picker mixing flow microcalorimeter. Can. J. Chem. 59, 3208–3211 (1981)
Harned, H.S., Owen B.B.: The Physical Chemistry of Electrolytic Solutions. New York (1950)
Hakin, A.W., Duke, M.M., Groft, L.L., Marty, J.L., Rushfeldt, M.L.: Calorimetric investigations of aqueous amino acid and dipeptide systems from 288.15 to 328.15 K. Can. J. Chem. 73, 725–734 (1995)
Bhuiyan, M.M.H., Hakin, A.W., Liu, J.L.: Densities, specific heat capacities, apparent and partial molar volumes and heat capacities of glycine in aqueous solutions of formamid, acetamide, and N,N-dimethylacetamide at T = 298.15 K and ambient pressure. J. Solution Chem. 39, 877–896 (2010)
Zielenkiewicz, A., Busserolles, K., Roux-Desgranges, G., Roux, A.H., Grolier, J.-P.E., Zielenkiewicz, W.: Molar heat capacities and volumes of transfer of cytosine, thymine, caffeine and 1,3-diethylthymine to aqueous solutions of glycyl-glycine and l-α-alanyl-l-α-alanine at 25 °C. J. Solution Chem. 24, 623–632 (1995)
Zielenkiewicz, W., Pietraszkiewicz, O., Wszelaka-Rylic, M., Pietraszkiewicz, M., Royx-Desgranges, G., Roux, A.H., Grolier, J.-P.E.: Molecular interactions of macrocycles with dipeptides in aqueous solutions. Partial molar volumes and heat capacities of transfer of a chiral 18-crown-6 and calyx[4]resorcinarene derivative from water to aqueous dipeptide solutions at 25 °C. J. Solution Chem. 27, 121–134 (1998)
Banipal, P.K., Banipal, T.S., Ahluwalia, J.C., Lark, B.S.: Partial molar heat capacities and volumes of transfer of some saccharides from water to aqueous sodium chloride solutions at T = 298.15 K. J. Chem. Thermodyn. 34, 1825–1846 (2002)
Jasra, R.V., Ahluwalia, J.C.: Enthalpies of solution, partial molar heat capacities and apparent molar volumes of sugars and polyols in water. J. Solution Chem. 11, 325–338 (1982)
Morel, J.-P., Lhermet, C., Morel-Desrosiers, N.: Interactions between cations and sugars. II. Enthalpies, heat capacities, and volumes of aqueous solutions of Ca2+-d-ribose and Ca2+-arabinose at 25 °C. Can. J. Chem. 64, 996–1001 (1986)
Latìsheva, V.A.: Modern investigations of heat capacity in aqueous electrolytes solutions. Russ. Chem. Rev. XLII, 1757–1787 (1973) [in Russian]
Häckel, M., Hinz, H.-J., Hedwig, G.R.: Additivity of the partial molar heat capacities of the amino acid side-chains of small peptides: implications for unfolded proteins. Phys. Chem. Chem. Phys. 2, 5463–5468 (2000)
Kundu, A., Kishore, N.: Apparent molar heat capacities and apparent molar volumes of aqueous nicotinamide at different temperatures. J. Solution Chem. 32, 703–717 (2003)
Acknowledgements
All the heat capacity measurements were carried out using the equipment of the “The Upper-Volga Regional Centre of Physicochemical Researches” (being located at the G.A. Krestov Institute of Solution Chemistry of the Russian Academy of Science, Ivanovo, Russia).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Conflict of interest
The authors declare that they have no conflict of interest.
Rights and permissions
About this article
Cite this article
Tyunina, E.Y., Badelin, V.G. & Mezhevoi, I.N. Study on the Interaction of Nicotinic Acid with l-Phenylalanine in Buffer Solution by Heat Capacity Measurements at Various Temperatures. J Solution Chem 46, 249–258 (2017). https://doi.org/10.1007/s10953-017-0570-6
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10953-017-0570-6