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http://dx.doi.org/10.12925/jkocs.2022.39.1.1

The Study of Optimal Conditions for Synthesis and Purification of 1, 2-Octanediol Galactoside  

Jung, Kyung-Hwan (Department of Biotechnology, Korea National University of Transportation)
Publication Information
Journal of the Korean Applied Science and Technology / v.39, no.1, 2022 , pp. 1-9 More about this Journal
Abstract
1, 2-Octanediol (OD) as a cosmetic additive has been used simultaneously as a preservative and humectant. To solve the skin problem by 1, 2-octanediol (OD), we have synthesized 1, 2-octanediol galactoside (OD-gal) using Escherichia coli β-galactosidase (β-gal). Meanwhile, the optimal amount of β-gal, OD concentration, pH, and temperature for OD-gal synthesis were 4.5 U/ml, 150 mM, 7.0, and 37℃, respectively. Under these conditions, 150 mM OD was converted into about 55.9 mM OD-gal during 24 hours, in which the conversion yield (mole basis) was about 37.2%. In addition, OD-gal of 67.4 mg could be purified from a 9 ml reaction mixture, in which the overall synthesis yield from OD to the purified OD-gal was about 34.1% (weight basis) and 16.2% (mole basis), respectively. We are expecting that these results will be helpful to develop a safer additive in the cosmetic industry as basic data.
Keywords
1, 2-Octanediol galactoside; ${\beta}-Galactosidase$; Cosmetic additive; Optimal condition for synthesis; Production yield;
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Times Cited By KSCI : 3  (Citation Analysis)
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1 N. Halla, I. P. Fernandes, S. A. Heleno, P. Costa, Z. Boucherit-Otmani, K. Boucherit, A. E. Rodrigues, I. C. F. R. Ferreira, M. F. Barreiro, "Cosmetics preservation: A review on present strategies", Molecules, Vol.23, No.7, pp. 1571, (2018).   DOI
2 W. Johnson Jr., W. F. Bergfeld, D. V. Belsito, R. A. Hill, C. D. Klaassen, D. Liebler, J. G. Marks Jr., R. C Shank, T. J. Slaga, P. W. Snyder, F. A. Andersen, "Safety assessment of 1, 2-glycols as used in cosmetics", International Journal of Toxicology, Vol.31(Supplement 2), pp. 147S-168S, (2012).   DOI
3 S. E. Lee, H. -Y. Lee, K. -H. Jung, "Production of chlorphenesin galactoside by whole cells of β-galactosidase-containing Escherichia coli", Journal of Microbiology and Biotechnology, Vol.23, No.6, pp. 826-832, (2013).   DOI
4 K. -H. Jung, H. -Y. Lee, "Escherichia coli β-galactosidase-catalyzed synthesis of 2-phenoxyethanol galactoside and its characterization", Bioprocess and Biosystems Engineering, Vol.38, No.2, pp. 365-372, (2015).   DOI
5 H. -Y. Lee, K. -H. Jung, "Enzymatic synthesis of 2-phenoxyethanol galactoside by whole cells of β-galactosidase-containing Escherichia coli", Journal of Microbiology and Biotechnology, Vol.24, No.9, pp. 1254-1259, (2014).   DOI
6 E. Q. Coelho, S. L. C. Wu, R. S. Nunes, V. M. S. Reis, "Contact urticaria following the use of a cosmetic containing caprylyl glycol: A case report", Contact Dermatitis, Vol.8, No.4, pp. 308-309, (2019).
7 K. -H. Jung, "Optimal conditions for phenylethanol galactoside synthesis using Escherichia coli β-galactosidase", Journal of the Korean Applied Science and Technology, Vol.38, No.1, 99-106, (2021).   DOI
8 S. E. Lee, T. M. Jo, H. -Y. Lee, J. Lee, K. -H. Jung, "β-Galactosidase-catalyzed synthesis of galactosyl chlorphenesin and its characterization", Applied Biochemistry and Biotechnology, Vol.171, No.6, pp. 1299-1312, (2013).   DOI
9 K. -H. Jung, "Enhanced enzyme activities of inclusion bodies of recombinant β-galactosidase via the addition of inducer analog after L-arabinose induction in the araBAD promoter system of Escherichia coli", Journal of Microbiology and Biotechnology, Vol.18, No.3, pp. 434-442, (2008).
10 E. Lee, S. An, S. -A. Cho, Y. Yun, J. Han, Y. K. Hwang, H. K. Kim, T. R. Lee, "The influence of alkane chain length on the skin irritation potential of 1,2-alkanediols", International Journal of Cosmetic Science, Vol.33, Vol.5, pp. 421-425, (2011).   DOI
11 F. C. Kreeshan, J. D. L. Williams, "Allergic contact dermatitis to caprylyl glycol: A novel para-preservative allergen", Contact Dermatitis, Vol.83, No.5, pp. 418-419, (2020).   DOI
12 H. -Y. Lee, H. -J. Jin, S. H. An, H. W. Lee, K. -H. Jung, "Confirmation of enzymatic synthesis of 1, 2-octanediol galactoside using mass spectrometry and NMR spectroscopy", Journal of the Korean Applied Science and Technology, Vol.38, No.3, pp. 824-831, (2021).   DOI
13 J. -S. Kim, H. -J. Jin, K. -H. Jung, "Comparative study of antimicrobial and cytotoxic effects of 1, 2-octanediol and 1, 2-octanediol galactoside", Journal of the Korean Applied Science and Technology, Vol.38, No.3, pp. 629-637, (2021).   DOI
14 K. -H. Jung, "Antimicrobial activity of benzyl alcohol galactoside against Escherichia coli", Journal of Biotechnology and Bioindustry, Vol.9, No.1, pp. 1-8, (2021)   DOI
15 K. -H. Jung, "Enzymatic synthesis of benzyl alcohol galactoside using Escherichia coli β-galactosidase", Journal of the Korean Applied Science and Technology, Vol.36, No.2, pp. 582-590, (2019).   DOI
16 Y. -O. Kim, K. -H. Jung, "β-Galactosidase-catalyzed synthesis of 1, 2-hexanediol galactoside and its purification using ethyl acetate extraction followed by silica gel chromatography", Journal of Korean Oil Chemists' Society, Vol.33, No.3, pp. 498-506, (2016).   DOI
17 K. -H. Jung, "Purifications of phenoxyethanol galactoside and chlorphenesin galactoside using solvent extraction followed by gel chromatography", Jouranl of Oil and Applied Science, Vol.34, No.4, pp. 954-961, (2017).