Temperature-dependent aggregation of bio-surfactants in aqueous solutions of galactose and lactose: Volumetric and viscometric approach

doi:10.1016/j.cjche.2017.10.025

Abstract

Abstract: Modulation in the aggregation behavior of bio-surfactants (bile salts), sodium cholate (NaC) and sodium deoxycholate (NaDC) in aqueous solutions of carbohydrates (galactose and lactose) have been investigated by measuring the density (ρ), speed of sound (u) and viscosity (η) of the mixtures at different temperatures 293.15, 298.15, 303.15, 308.15 and 313.15 K. The density and speed of sound data have been used to calculate various volumetric and compressibility parameters such as apparent molar volume (V_φ), isentropic compressibility (κ_s), apparent molar adiabatic compression (κ_{s, φ}) to get a better insight into the micellization mechanism of bile salts. Further, the viscosity data have been studied in the light of relative viscosity (η_r) and viscous relaxation time (τ). Some derived parameters such as free volume (V_f), internal pressure (π_i) and molar cohesive energy (MCE) of NaC and NaDC in aqueous solution of saccharides have also been calculated from viscosity data in conjunction with density and speed of sound values. All the calculated and derived parameters provide qualitative information regarding the nature of interactions i.e. solute-solute, solute-solvent and solvent-solvent in the solution.

Key words: Density, Speed of sound, Apparent molar volume, Isentropic compressibility, Viscosity, Relative viscosity

S. Chauhan, Vivek Sharma, Maninder Kaur, Poonam Chaudhary. Temperature-dependent aggregation of bio-surfactants in aqueous solutions of galactose and lactose: Volumetric and viscometric approach[J]. Chin.J.Chem.Eng., 2018, 26(5): 1119-1131.

References

[1] J.M. Valderrama, P. Wilde, A. Macierzanka, A. Mackie, The role of bile salts in digestion, Adv. Colloid Interf. Sci. 165(2011) 36-46.

[2] B. De Castro, P.G. Ameiro, C. Guimaraes, J. Lima, S. Reis, Study of partition of nitrazepam in bile salt micelles and the role of lecithin, J. Pharm. Biomed. Anal. 24(2001) 595-602.

[3] T.S. Wiedmann, L. Kamel, Examination of the solubilization of drugs by bile salt micelles, J. Pharm. Sci. 9(2002) 1743-1764.

[4] R. Ninomiya, K. Matsuoka, Y. Moroi, Micelle formation of sodium chenodeoxycholate and solubilization into the micelles:comparison with other unconjugated bile salts, Biochem. Biophys. Acta 1634(2003) 116-125.

[5] C.L. Bowe, L. Mokhtarzadeh, P.N. Venkatesen, S. Babu, H. Axelrod, M.J. Sofia, R. Kakarla, T.Y. Chan, J.S. Kim, H.J. Lee, G.L. Amidon, S.Y. Choe, S. Walker, D. Kahne, Design of compounds that increase the absorption of polar molecules, Proc. Natl. Acad. Sci. U. S. A. 94(1997) 12218-12223.

[6] G.S. Gordon, A.C. Moses, R.D. Silver, J.R. Flier, M.C. Carey, Nasal absorption of insulin:enhancement by hydrophobic bile salts, Proc. Natl. Acad. Sci. U. S. A. 82(1985) 7419-7423.

[7] D. Madenci, S.U. Egelhaaf, Self-assembly in aqueous bile salt solutions, Curr. Opin. Colloid Interface Sci. 15(2010) 109-115.

[8] Y.S. Elnaggar, Multifaceted applications of bile salts in pharmacy:an emphasis on nanomedicine, Int. J. Nanomedicine 10(2015) 3955-3971.

[9] J. Li, X. Wang, T. Zhang, C. Wang, Z. Huang, X. Luo, Y. Deng, A review on phospholipids and their main applications in drug delivery systems, Asian J. Pharm. Sci. 10(2015) 81-98.

[10] B.C. Herold, R. Kirkpatrick, D. Marcellino, A. Travelstead, V. Pilipenko, H. Krasa, J. Bremer, L.J. Dong, M.D. Cooper, Bile salts:natural detergents for the prevon of sexually transmitted diseases, Antimicrob. Agents Chemother. 43(1999) 745-751.

[11] P.K. Banipal, N. Aggarwal, T.S. Banipal, Study on interactions of saccharides and their derivatives with potassium phosphate monobasic (1:1 electrolyte) in aqueous solutions at different temperatures, J. Mol. Liq. 196(2014) 291-299.

[12] S. Nithiyanantham, L. Palaniappan, Ultrasonic study on some monosaccharides in aqueous media at 298.15 K, Arab. J. Chem. 5(2012) 25-30.

[13] T.C. Bai, G.B. Yan, Viscosity B-coefficients and activation parameters for viscous flow of a solution of heptanedioic acid in aqueous sucrose solution, Carbohydr. Res. 338(2003) 2921-2927.

[14] A. Ali, P. Bidhuri, N.A. Malik, S. Uzair, Density, viscosity, and refractive index of mono-, di-, and tri-saccharides in aqueous glycine solutions at different temperatures, Arab. J. Chem. (2014), https://doi.org/10.1016/j.arabjc.2014.08.027.

[15] D.M. Cirin, M.M. Posa, V.S. Krstonosic, Interactions between sodium cholate or sodium Deoxycholate and nonionic surfactant (tween 20 or tween 60) in aqueous solution, Ind. Eng. Chem. Res. 51(2012) 3670-3676.

[16] C.W. Njauw, C.Y. Cheng, V.A. Ivanov, A.R. Khokhlov, S.H. Tung, Molecular interactions between lecithin and bile salts/acids in oils and their effects on reverse micellization, Langmuir 29(2013) 3879-3888.

[17] D. Madenci, A. Salonen, P. Schurtenberger, J.S. Pedersen, S.U. Egelhaaf, Simple model for the growth behaviour of mixed lecithin-bile salt micelles, Phys. Chem. Chem. Phys. 13(2011) 3171-3178.

[18] N. Funasaki, M. Fukuba, T. Hattori, S. Ishikawa, T. Okunoa, S. Hirota, Micelle formation of bile salts and zwitterionic derivative as studied by two-dimensional NMR spectroscopy, Chem. Phys. Lipids 142(2006) 43-57.

[19] K. Kumar, S. Chauhan, Surface tension and UV-visible investigations of aggregation and adsorption behavior of NaC and NaDC in water-amino acid mixtures, Fluid Phase Equilib. 394(2015) 165-174.

[20] K. Manna, C.H. Chang, A.K. Panda, Physicochemical studies on the catanionics of alkyltrimethylammonium bromides and bile salts in aqueous media, Colloids Surf. A Physicochem. Eng. Asp. 415(2012) 10-21.

[21] G.G. Gaitano, A. Compostizo, L.S. Martin, G. Tardojas, Speed of sound, density, and molecular modeling studies on the inclusion complex between sodium cholate and β-cyclodextrin, Langmuir 13(1997) 2235-2241.

[22] K. Kumar, B.S. Patial, S. Chauhan, Conductivity and fluorescence studies on the micellization properties of sodium cholate and sodium deoxycholate in aqueous medium at different temperatures:effect of selected amino acids, J. Chem. Thermodyn. 82(2016) 25-33.

[23] A.P. Davis, R.S. Wareham, Carbohydrate recognition through noncovalent interactions:a challenge for biomimetic and supramolecular chemistry, Angew. Chem. Int. Ed. 38(1999) 2978-2996.

[24] P. Venkatesan, Y. Cheng, D. Kahne, Hydrogen bonding in micelle formation, J. Am. Chem. Soc. 116(1994) 6955-6956.

[25] S. Chauhan, V. Sharma, K. Singh, M.S. Chauhan, K. Singh, Influence of lactose on the micellar behaviour and surface activity of bile salts as revealed through fluorescence and surface tension studies at varying temperatures, J. Mol. Liq. 222(2016) 67-76.

[26] S. Chauhan, K. Singh, K. Kumar, S.C. Neelakantan, G. Kumar, Drug-amino acid interactions in aqueous medium:volumetric, compressibility, and viscometric studies, J. Chem. Eng. Data 61(2016) 788-796.

[27] S. Chauhan, K. Sharma, D.S. Rana, G. Kumar, A. Umar, Volumetric and conductance studies of cetyltrimethyl ammonium bromide in aqueous glycine, J. Solut. Chem. 42(2013) 634-656.

[28] V. Bhardwaj, P. Sharma, M.N. Noolvib, H.M. Patel, S. Chauhan, M.S. Chauhan, K. Sharma, Thermo-physical examination:synthesized2-furano-4(3H)-quinazolinone and open quinazolinone (diamide) anticancer analogs with sodium dodecyl sulphate, Thermochim. Acta 573(2013) 65-72.

[29] M. Das, S. Das, A.K. Pattanaik, Acoustical behaviour of sodium nitroprusside in aquoorganic solvent media at 308.15 K, J. Chem. (2013), https://doi.org/10.1155/2013/942430.

[30] S. Chauhan, M. Kaur, D.S. Rana, M.S. Chauhan, Volumetric analysis of structural changes of cationic micelles in the presence of quaternary ammonium salts, J. Chem. Eng. Data 61(2016) 3770-3778.

[31] I. Bahadur, N. Deenadayalu, Apparent molar volume and apparent molar isentropic compressibility for the binary systems {methyltrioctyl ammonium bis (trifluoromethylsulfonyl) imide + ethyl acetate or ethanol} at different temperatures under atmospheric pressure, Thermochim. Acta 566(2013) 77-83.

[32] T.S. Banipal, D. Kaur, P.K. Banipal, G. Singh, Thermodynamic and transport properties of L-serine and L-threonine in aqueous sodium acetate and magnesium acetate solutions at T=298.15 K, J. Chem. Thermodyn. 39(2007) 371-384.

[33] J. Singh, T. Kaur, V. Ali, D.S. Gill, Ultrasonic velocities and isentropic compressibilities of some tetraalkylammonium and copper (I) salts in acetonitrile and benzonitrile, J. Chem. Soc. Faraday Trans. 90(1994) 579-582.

[34] T. Banerjee, N. Kishore, Interactions of some amino acids with aqueous tetraethylammonium bromide at 298.15 K:a volumetric approach, J. Solut. Chem. 34(2005) 137-153.

[35] R. Sadeghi, S. Shahabi, A comparison study between sodium dodecyl sulfate and sodium dodecyl sulfonate with respect to the thermodynamic properties, micellization, and interaction with poly (ethylene glycol) in aqueous solutions, J. Chem. Thermodyn. 43(2011) 1361-1370.

[36] T. Mehrian, A. De Keizer, A. Korteweg, J. Lyklema, Thermodynamics of micellization of n-alkylpyridinium chlorides, Colloids Surf. A Physicochem. Eng. Asp. 71(1993) 255-267.

[37] S. Chauhan, L. Pathania, K. Sharma, G. Kumar, Volumetric, acoustical and viscometric behavior of glycine and DL-alanine in aqueous furosemide solutions at different temperatures, J. Mol. Liq. 212(2015) 656-664.

[38] H. Kumar, K. Kaur, Investigation on molecular interaction of amino acids in antibacterial drug ampicillin solutions with reference to volumetric and compressibility measurements, J. Mol. Liq. 173(2012) 130-136.

[39] D.D. Miller, W. Lenhart, B.J. Williams, J.H. Hewitt, The use of NMR to study sodium dodecyl sulfate-gelatin interactions, Langmuir 10(1994) 68-71.

[40] K. Sharma, S. Chauhan, Apparent molar volume, compressibility and viscometric studies of sodium dodecyl benzene sulfonate (SDBS) and dodecyltrimethylammonium bromide (DTAB) in aqueous amino acid solutions:a thermo-acoustic approach, Thermochim. Acta 578(2014) 15-27.

[41] D. Kaushal, D.S. Rana, S. Chauhan, Effect of furosemide on denaturation of lysozyme in the presence of ionic surfactant at different temperatures, Fluid Phase Equilib. 360(2013) 239-247.

[42] V.K. Syal, A. Chauhan, S. Chauhan, Ultrasonic velocity, viscosity and density studies of poly (ethylene glycols) (PEG-8,000, PEG-20,000) in acetonitrile (AN) and water (H2O) mixtures at 250C, J. Pure Appl. Ultrason. 27(2005) 61-69.

[43] S. Chauhan, P. Chaudhary, K. Sharma, K. Kumar Kiran, Temperature-dependent volumetric and viscometric properties of amino acids in aqueous solutions of an antibiotic drug, Chem. Pap. 67(2013) 1442-1452.

[44] R. Kameswari, G. Giridhar, M. Rangacharyulu, Density and ultrasonic studies on sunflower oil, IJESAT 5(2015) 465-473.

[45] S. Thirumaran, Deepesh George, Ultrasonic study of intermolecular association through hydrogen bonding in ternary liquid mixtures, ARPN J. Eng. Appl. Sci. 4(2009) 1-11.

[46] A.B. Naik, Densities, viscosities, speed of sound and some acoustical parameter studies of substituted pyrazoline compounds at different temperatures, Indian J. Pure Appl. Phys. 53(2015) 27-34.

[47] R. Kumar, R. Mahesh, B. Shanmugapriyan, V. Kannappan, Volumetric, viscometric, acoustic and refractometric studies of molecular interactions in certain binary systems of o-chlorophenol at 303.15 K, Indian J. Pure Appl. Phys. 50(2012) 633-640.