Galyna MIDYANA1, Tetyana POKYNBRODA1, Olena KARPENKO1, Ihor SEMENIUK1, Olena PAL’CHIKOVA2
1Institute of Organic Chemistry of UNAS, Murmanskaya, 5, 02094 Kyiv, Ukraine 2The L.M. Litvinenko Institute of Physical Organic and Coal Chemistry of UNAS, Kharkiv road, 50, 02160 Kyiv, Ukraine
DOI: https://doi.org/10.37827/ntsh.chem.2019.56.064
THE INFLUENCE OF THE REACTION MEDIUM ON THE EXTRACTION PROCESS OF GLYCOLIPIDS OF THE PSEUDOMONAS BACTERIA
Optimization of the technology of isolation of biogenic surface-active products of microbial synthesis is an actual problem of modern chemistry and biotechnology. In this work, the processes of extraction of surface-active glycolipids from the cultural liquid supernatant of bacterial strains Pseudomonas aureofaciens NB-1 and Pseudomonas fluorescens 8573 were investigated. The most problematic stage in the production of biosurfactants is their isolation from the culture liquid. Even with optimized biosynthesis, the production efficiency depends heavily on rational methods of isolation of the target products. In this connection, there is a growing need for the optimization of the processes of isolation of biosurfactants. It is known that the main method to isolate glycolipid biosurfactants from the supernatant is to transfer them to the phase of an organic solvent. However, glycolipid biosurfactants have a complex structure; therefore, selection of the optimal solvents for their extraction is important and difficult task. It has been established, that data on the extraction of glycolipids from the cultural liquids of Pseudomonas aureofaciens NB-1 and Pseudomonas fluorescens 8573 strains adequately conform to the properties of organic solvents by means of the multiparameter linear energy equations. Using the calculations it was established that the basicity of the solvents is the main characteristic, that effects on the process extraction of glycolipids from cultural liquids of both strains. It was shown that alcohols and esters are rational extracting agents for the glycolipids, which can be explained, in the case of esters, by the solvation of the ester group and, in the case of alcohols, due to the formation of hydrogen bonds. This effect is related to the parallel position of the alkyl chains of alcohol and β-oxidecanoic acid of the glycolipid molecule. The obtained results of carried out research have a great importance for the correct selection of the optimal extracting agents for obtaining of new perspective biotechnological products.
Keywords: multiparameter equition of LWE, solvents, extraction, glycolipids.
References:
- Makitra R. G., Prystanskyy R. Ye., Flyunt R. I. The effect of solvent properties on the solubility of fullerene C60. J. Org. Chem. 2003. Vol. 73(8). P. 1299–1304 (in Russian) (https://doi.org/10.1023/B:RUGC.0000007645.77987.b4).
- Hoover R. R., Acree W. E., Abraham B. H. Correlation of the solubility behavior of crystal¬line 1-Nitronaphtalene in organic solvents with the Abraham solution parameter model. J. Solut. Chem. 2005. 34, N 10. P. 1121−1132. (https://doi.org/10.1007/s10953-005-7691-2).
- Makitra R. G., Turovsky A. A., Zaikov G. E. Correlation Analysis in Chemistry of Solutions. VSP. Utrecht. Boston. 2004. 320 p. (ISBN-13: 978-9067644068) (https://doi.org/10.1201/b12185).
- Bryck D.V., Makitra R.G., Palchikova E.Ya. Application of the regression analysis method to generalize data on solubility of pitch. Solid Fuel Chemistry. 2006. Vol. 6. P. 26−36 (in Russian).
- Karpenko O.V., Pokynbroda T.Ya, Makitra R.G. Optimal methods for the isolation of biogenic surface-active rhamnolipids.// J. Gen. Chem. 2009. Vol. 79(2). P. 2011−2014 (in Russian) (DOI: 10.1134/S1070363209120135).
- Karpenko I.V., Midyana G.G., Karpenko O.V., Makitra R.G., Palchikova E.Ya. Isolation by extraction of biogenic surface-active rhamnolipids.. J. Gen. Chem. 2014. Vol. 84(7). P. 1172–1175 (in Russian) (https://doi.org/10.1134/S1070363214070202)).
- Ando S., Saito M. Chromatography lipid, biomedical research and chemical diagnostic. Amsterdam: Elsevier. 1987. Р. 266–310 (ISBN: 9780080858401)(https://doi.org/10.1016/S0301-4770(08)60603-X)).
- Adler Y.P.et al. Experiment planning in the search for optimal conditions. SU: Nauka. 1976. 380 р. (in Russian).
- Makitra R. G., Pirig Ya .N. Quantitative study of the influence of medium properties on the kinetics of the oxidation of olefins with oxygen. J. Org. Chem. 1996. Vol. 32(10), P. 1468–1472 (in Russian) (Accession Number: WOS:A1996WL72900003).
- Makitra R.G., Pirig Y.N., Yatchishin I.I. Effect of solvents on the kinetics of tetralin and cumene oxidation. J. Org. Chem. 1999. Vol. 35(7). P. 1073–1079 (in Russian) (Accession Number: WOS:000083411200011).
- Koppel I. A., Palm V. A. Advances in Linear Free Energy Relationships. London; New York: Plenum Press. 1972. P. 203.(ISBN 978-1-4615-8660-9) (https://doi.org/10.1007/978-1-4615-8660-9_5).
- Reichardt C. Solvent and Solvent Effects in Organic Chemistry. Weinheim: Wiley-VCH. 2003. P. 199 (ISBN:9783527324736).
- Abboud J. L. M., Notario R. Critical compilation of scales of solvent parameters. I. Pure, non-hydrogen bond donor solvents. Pure Appl. Chem. 1999. Vol. 71(4). P. 645. (DOI: 10.1351/pac199971040645)).
- Makitra R.G., Pyrih Ya.N., Kyveluk R.B. The most important characteristics of solvents used in the LFE equations. Dep. VINITI. Lviv. 1986. Vol. 628. V86: p. 33 (in Ukrainian).
- Recommendations for reporting the results of correlation analysis in chemistry using regression analysis. Quant. Struc. Acta Relat. 1985. Vol. 4(1). P. 29.
- Pokynbroda T.Ya., Karpenko O.V., Makitra R.G., Palchikova O. Ya., Rogovyk N. V., Rogovyk V. I. Selection of optimal extractants of biologically active compounds based on the principle of free energy linearity. Bulletin of the National University "Lviv Polytechnic". 2008. Vol. 622. P. 103−106 (in Ukrainian).
How to Cite
Midyana G., Pokynbroda T., Karpenko O., Semeniuk I., Pal’chikova O. THE INFLUENCE OF THE REACTION MEDIUM ON THE EXTRACTION PROCESS OF GLYCOLIPIDS OF THE PSEUDOMONAS BACTERIA Proc. Shevchenko Sci. Soc. Chem. Sci. 2019 Vol. LVI. P. 64-70.
Download the pdf