Chemoenzymatic synthesis of α-l-rhamnosides using recombinant α-l-rhamnosidase from Aspergillus terreus

Bioresource Technology

Volumn 147, Issue , 2013, Pages 640-644

  De Winter, Karel ^a   Šimčíková, Daniela ^b   Schalck, Bram ^a   Weignerová, Lenka ^b   Pelantova, Helena ^b   Soetaert, Wim ^a   Desmet, Tom ^a   Křen, Vladimír ^b  

^a GHENT UNIVERSITY   (Belgium)

^b INSTITUTE OF MICROBIOLOGY   (Czech Republic)

Author keywords

Aspergillus terreus; Glycosylation; Phenolic hydroxyl; Reverse hydrolysis; l Rhamnosidase

Indexed keywords

ASPERGILLUS; FERMENTATION; GLYCOSYLATION;

ASPERGILLUS TERREUS; CHEMO-ENZYMATIC SYNTHESIS; HIGH CELL DENSITY; PHENOLIC HYDROXYL; REACTION CATALYZED; RECOMBINANT ENZYMES; REVERSE HYDROLYSIS; SUBSTRATE CONCENTRATIONS;

PHENOLS;

ALPHA LEVO RHAMNOSIDE DERIVATIVE; CATECHOL; FUNGAL ENZYME; GLYCOSIDASE; HYDROQUINONE; ORGANIC SOLVENT; PHENOL; RECOMBINANT ENZYME; RESORCINOL; UNCLASSIFIED DRUG;

CHEMOSYNTHESIS; CONCENTRATION (COMPOSITION); ENZYME ACTIVITY; EXPERIMENTAL DESIGN; FERMENTATION; FUNGUS; HYDROLYSIS; OPTIMIZATION; PHENOLIC COMPOUND; SUBSTRATE;

ACIDITY; ARTICLE; ASPERGILLUS TERREUS; CELL DENSITY; CONCENTRATION (PARAMETERS); ENZYME GLYCOSYLATION; ENZYME MECHANISM; ENZYME SUBSTRATE; FERMENTATION; FERMENTATION OPTIMIZATION; NONHUMAN; PICHIA PASTORIS; PRIORITY JOURNAL; PROTEIN HYDROLYSIS; SYNTHESIS; TEMPERATURE;

ASPERGILLUS TERREUS; PICHIA PASTORIS;

ASPERGILLUS TERREUS; GLYCOSYLATION; PHENOLIC HYDROXYL; REVERSE HYDROLYSIS; Α-L-RHAMNOSIDASE;

ASPERGILLUS; GLYCOSIDE HYDROLASES; RECOMBINATION, GENETIC;

EID: 84884414772     PISSN: 09608524     EISSN: 18732976     Source Type: Journal    
DOI: 10.1016/j.biortech.2013.08.083     Document Type: Article

References (20)

1. Benavente-Garcia O., Castillo J., Marin F.R., Ortuno A., Del Rio J.A. Uses and properties of Citrus flavonoids. J. Agric. Food Chem. 1997, 45:4505-4515.
2. De Winter K., Verlinden K., Kren V., Weignerova L., Soetaert W., Desmet T. Ionic liquids as cosolvents for glycosylation by sucrose phosphorylase: balancing acceptor solubility and enzyme stability. Green Chem. 2013, 15:1949-1955.
3. Deng L.Y., Kasper D.L., Krick T.P., Wessels M.R. Characterization of the linkage between the type III capsular polysaccharide and the bacterial cell wall of group B Streptococcus. J. Biol. Chem. 2000, 275:7497-7504.
4. Duplan H., Raufast V., Mavon A., Ceruti I., Castex-Rizzi N., Charveron M. Bioavailability and pharmacological effect of a new pentyl rhamnoside on the inflamed skin. J. Invest. Dermatol. 2009, 129:800.
5. 2+-mobilization and gene-expression profiles. Arch. Gerontol Geriatr. 2011, 53:106-112.
6. Gerstorferova D., Fliedrova B., Halada P., Marhol P., Kren V., Weignerova L. Recombinant α-l-rhamnosidase from Aspergillus terreus in selective trimming of rutin. Process Biochem. 2012, 47:828-835.
7. Kragl U., Eckstein M., Kaftzik N. Enzyme catalysis in ionic liquids. Curr. Opin. Biotechnol. 2002, 13:565-571.
8. Kren V., Martinkova L. Glycosides in medicine: the role of glycosidic residue in biological activity. Curr. Med. Chem. 2001, 8:1313-1338.
9. Laboureau, J., Simonnet, J.-T., Portes, P., Lucet-Levannier, K., 2010. Association de monosaccharides avec des agents antioxydants et son utilization en cosmetique. EP2204164, 07.07.2010.
10. Martearena M.R., Blanco S., Ellenrieder G. Synthesis of alkyl α-L-rhamnosides by water soluble alcohols enzymatic glycosylation. Bioresour. Technol. 2003, 90:297-303.
11. Mladenoska I., Winkelhausen E., Kuzmanova S. Transgalactosylation/hydrolysis ratios of various β-galactosidases catalyzing alkyl β-galactoside synthesis in single-phased alcohol media. Food Technol. Biotechnol. 2008, 46:311-316.
12. Oda Y., Saito K., Ohara-Takada A., Mori M. Hydrolysis of the potato glycoalkaloid α-chaconine by filamentous fungi. J. Biosci. Bioeng. 2002, 94:321-325.
13. Papanikolaou S. Enzyme-catalyzed synthesis of alkyl β-glucosides in a water-alcohol two-phase system. Bioresour. Technol. 2001, 77:157-161.
14. Perez S., Rodriguez-Carvajal M.A., Doco T. A complex plant cell wall polysaccharide: rhamnogalacturonan II. A structure in quest of a function. Biochimie 2003, 85:109-121.
15. Rajnochova E., Dvorakova J., Hunkova Z., Kren V. Reverse hydrolysis catalysed by β-N-acetylhexosaminidase from Aspergillus oryzae. Biotechnol. Lett. 1997, 19:869-872.
16. Spagna G., Barbagallo R.N., Martino A., Pifferi P.G. A simple method for purifying glycosidases: α-l-rhamnopyranosidase from Aspergillus niger to increase the aroma of Moscato wine. Enz. Microb. Techno. 2000, 27:522-530.
17. Trani M., Ducret A., Lortie R. Influence of water-miscible solvents on hydrolytic activity of crude almond β-glucosidase. J. Mol. Catal. B: Enzym. 2004, 28:15-18.
18. Vulfson E.N., Patel R., Law B.A. Alkyl-β-glucoside synthesis in a water-organic two-phase system. Biotechnol. Lett. 1990, 12:397-402.
19. Weignerova L., Marhol P., Gerstorferova D., Kren V. Preparatory production of quercetin-3-β-d-glucopyranoside using alkali-tolerant thermostable α-l-rhamnosidase from Aspergillus terreus. Bioresour. Technol. 2012, 115:222-227.
20. Yu H.S., Gong J.M., Zhang C.Z., Jin F.X. Purification and characterization of ginsenoside-α-l-rhamnosidase. Chem. Pharm. Bull. 2002, 50:175-178.