Enzymatic Synthesis of ��-Glucosylglycerol and Its Unnatural Glycosides Via ��-Glycosidase and Amylosucrase
| Autor: | Nam-In Baek, Dong Hyun Jung, Ji Hae Park, Dong-Ho Seo, Cheon-Seok Park, Myo Jung Kim |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Glycerol
Cellobiose Glycoside Hydrolases Stereochemistry ved/biology.organism_classification_rank.species Applied Microbiology and Biotechnology Amylosucrase chemistry.chemical_compound Glucosides Escherichia coli Glycoside hydrolase Glycosides chemistry.chemical_classification Sulfolobus shibatae biology ved/biology Glycoside General Medicine biology.organism_classification Enzyme chemistry Glucosyltransferases biology.protein Deinococcus Deinococcus geothermalis Glucosidases Biotechnology |
| Zdroj: | Journal of Microbiology and Biotechnology. 29:562-570 |
| ISSN: | 1738-8872 1017-7825 |
| DOI: | 10.4014/jmb.1902.02028 |
| Popis: | β-Glucosylglycerol (β-GG) and their derivatives have potential applications in food, cosmetics and the healthcare industry, including antitumor medications. In this study, β-GG and its unnatural glycosides were synthesized through the transglycosylation of two enzymes, Sulfolobus shibatae β-glycosidase (SSG) and Deinococcus geothermalis amylosucrase (DGAS). SSG catalyzed a transglycosylation reaction with glycerol as an acceptor and cellobiose as a donor to produce 56% of β-GGs [β-D-glucopyranosyl-(1→1/3)-D-glycerol and β-D-glucopyranosyl- (1→2)-D-glycerol]. In the second transglycosylation reaction, β-D-glucopyranosyl-(1 → 1/3)-Dglycerol was used as acceptor molecules of the DGAS reaction. As a result, 61% of α-Dglucopyranosyl-( 1→4)-β-D-glucopyranosyl-(1→1/3)-D-glycerol and 28% of α-D-maltopyranosyl- (1→4)-β-D-glucopyranosyl-(1→1/3)-D-glycerol were synthesized as unnatural glucosylglycerols. In conclusion, the combined enzymatic synthesis of the unnatural glycosides of β-GG was established. The synthesis of these unnatural glycosides may provide an opportunity to discover new applications in the biotechnological industry. |
| Databáze: | OpenAIRE |
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