A Quantitative Structure Activity Relationship Study on Permeation of Amino Acids in Enantioselective Membranes
DOI:
https://doi.org/10.11113/amst.v2i1.2Abstract
The permeation of seven isomers of amino acids (AA) namely Tryptophan (Trp), Phenylalanine (Phe), Tyrosine (Tyr), Phenylglycine (Phegly), Methionine (Meth), Threonine (Thr)and Serine (Ser) was studied using an enantioselective membrane prepared from polysulphone containing L-tryptophan-glutaraldehyde condensation product in the polymer matrix. The experiments were conducted in dialysis mode under optimized condition of the aqueous phase pH and salt concentration in a two compartment membrane cell. The membrane was found to exhibit selectivity towards all the D-isomers of amino acids studied in this work. In order to deduce implication on the design of suitable membrane system for specific application, a quantitative structure activity relationship analysis
has been made using hydrophobicity as the molecular descriptor. In this analysis, the solute fluxes were analysed on the basis of a permeation model consisting of diffusing flow alone. Finally, the model parameters of the diffusive
flux of both isomers were correlated with hydrophobicity taken as the molecular property.
References
Thien, M. P., T. A. Hatton, and D. I. C. Wang. 1988. Separation and Concentration of Amino Acids Using Liquid Emulsion Membranes. Biotech. Bioengg. 32: 604-615.
Nozaki, Y. and C. Tanford. 1971. The Solubility of Amino Acids and Two Glycine Peptides in Aqueous Ethanol and Dioxane Solution. J. Biol. Chem. 246: 2211.
Sahoo, G. C., A. C. Ghosh, and N. N. Dutta. 1997. Recovery of Cephalexin from Dilute Solution in a Bulk Liquid Membrane. Process Biochem. 32(4): 265-272.
Sahoo, G. C., N. N. Dass, and N. N. Dutta. 2000. Liquid Membrane Transport of Cephalosporin Antibiotics: Effect of Chemical Nature of Solute. Chem. Eng. Commun. 179: 89-99.
Hano, T., T. Ohtake, M. Matsumoto, D. Kitayama, F. Hori, and F. Nakashio. 1991. Extraction Equilibria of Amino Acids with Quaternary Ammonium Salt. J. Chem. Engg. Jan. 24: 20-24.
Itoh, H., M. P. Thien, T. Hatton, and D. I. C. Wang. 1990. A Liquid Emulsion Membrane Process for the Separation of Amino Acids. Biotech. Bioengg. 35: 853-860.
Teramota, M., T. Yamashiro, A. Inoue, A. Yamamoto, H. Matsuyama, and Y. Miyake. 1991. Extraction of Amino Acids by Emulsion Liquid Membrane Containing Di(2-ethyl-hexyl)-
phosphoric Acid as Carrier: Biotechnological Coupled, Coupled Facilitated Fransport Diffusion. J. Membr. Sci. 58: 11-32.
Ishihara, I., N. Suzuki, and K. Matsui. 1987. J. Chem. Soc. Japan. 446.
Scrimin, P., P. Tecilla, and U. Tonellato. 1995. Chiral Lipophilic Ligand 2. Cu(II)-Mediated Transport of α-Amino Acids Across a Bulk Liquid Membrane. Tetrahedron. 5: 1217-1230.
Yamaguchi, T., K. Nishimura, T. Shinbo, and M. Sugiura. 1985. Enantiomer Resolution af Amino Acids by a Polymer Supported Liquid Membrane Containing a Chiral Crown Ether. Chem. Lett. 1549-1552.
Masawaki, T., M. Sasai, and S. Tone. 1992. Optical Resolution of an Amino Acid by an Enantioselective Ultrafiltration Membrane. J. Chem. Engg. Jan, 25(1): 33-38.
Maruyama, A., N. Adachi, T. Takatsuki, M. Torii, K. Sanui, and N. Ogata. 1990. Enantioselective Permeation of α-Amino Acids through Poly(amino acid) Derived Membrane. Macromol. 23: 2748-2752.
Yoshikawa, M., J. I. Izumi, T. Kitao, S. Koya, and S. Sakamoto. 1996. Enantioselective Electrodialysis of N-a-Acetyltryptophans through Molecularly Imprinted Polymeric Membranes. Chem. Lett. 8: 611-612.
Dobashi, A., N. Saito, Y. Motoyama, and T. Hara. 1986. Self Induced Nonequivalence in the Association of D- and L-Amino Acid Derivatives. J. Am. Chem. Soc. 108: 307-308.
Capanelli, G., F. Vigo, and S. Munari. 1983. Ultrafiltration Membranes–Characterization Methods. J. Membr. Sci. 15: 289-313.
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