효소를 이용한 1,2-Pentanediol Galactoside와 1,2-Decanediol Galactoside 합성

Abstract

1,2-Pentanediol (PD, C5H12O2) and 1,2-decanediol (DD, C10H22O2) can be used as ingredients in personal care and cosmetics products, where these work as antimicrobial agents. Even though those ingredients are generally recognized as safe chemicals in cosmetics, some skin problems have been often reported. To overcome this problem, we synthesized the galactoside derivatives of PD and DD, respectively, using recombinant Escherichia coli β-galactosidase. Based on our previous studies, we are expecting that those derivatives are safer alternatives to PD and DD. In each reaction mixture, sodium adduct ions of 1,2-pentanediol galactoside (PD-gal) and 1,2-decanediol galactoside (DD-gal), respectively, were identified by mass spectrometry analysis. These mass values of PD-gal and DD-gal, respectively, were in good agreement with the expected mass. In addition, throughout the fractionation experiment of the reaction mixture using methyl chloride, it was found that the addition of one molecule of galactose to PD and DD, respectively, led to an increase in their hydrophilicity. This result demonstrates that the fractionation might help increase purification yield to remove the residual PD and DD, respectively. We are hopefully expecting that through future study it will eventually be able to develop a safe cosmetic preservative.