Detailed analysis of galactooligosaccharides synthesis with β-galactosidase from Aspergillus oryzae

Journal of Agricultural and Food Chemistry

Volumn 61, Issue 5, 2013, Pages 1081-1087

  Urrutia, Paulina ^a,b   Rodriguez Colinas, Bárbara ^a   Fernandez Arrojo, Lucía ^a   Ballesteros, Antonio O ^a   Wilson, Lorena ^b   Illanes, Andrés ^b   Plou, Francisco J ^a  

^a INSTITUTO DE CATÁLISIS Y PETROLEOQUÍMICA   (Spain)

^b PONTIFICIA UNIVERSIDAD CATÓLICA DE VALPARAÍSO   (Chile)

Author keywords

galactosidase; galactooligosaccharides; glycosidase; oligosaccharides; prebiotics; transglycosylation

Indexed keywords

GALACTO-OLIGOSACCHARIDES; GALACTOSIDASES; GLYCOSIDASES; PREBIOTICS; TRANSGLYCOSYLATION;

ASPERGILLUS; BACTERIOLOGY; OLIGOSACCHARIDES; ORGANIC COMPOUNDS;

SUGARS;

6 O GALACTOPYRANOSYLGALACTOSE; 6-O-GALACTOPYRANOSYLGALACTOSE; ALLOLACTOSE; BETA GALACTOSIDASE; DISACCHARIDE; LACTOSE; TRISACCHARIDE;

ARTICLE; ASPERGILLUS ORYZAE; BACILLUS; BIOSYNTHESIS; COMPARATIVE STUDY; ENZYMOLOGY; KLUYVEROMYCES; METABOLISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH; TEMPERATURE;

ASPERGILLUS ORYZAE; BACILLUS; BETA-GALACTOSIDASE; DISACCHARIDES; HYDROGEN-ION CONCENTRATION; KLUYVEROMYCES; LACTOSE; MAGNETIC RESONANCE SPECTROSCOPY; TEMPERATURE; TRISACCHARIDES;

ASPERGILLUS ORYZAE; BACILLUS CIRCULANS; KLUYVEROMYCES LACTIS;

EID: 84873341830     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf304354u     Document Type: Article

References (46)

1. Adam, A. C.; Rubio-Texeira, M.; Polaina, J. Lactose: The milk sugar from a biotechnological perspective Crit. Rev. Food Sci. Nutr. 2004, 44, 553-557
2. Boon, M. A.; Janssen, A. E. M.; Van't Riet, K. Effect of temperature and enzyme origin on the enzymatic synthesis of oligosaccharides Enzyme Microb. Technol. 2000, 26, 271-281
3. Huber, R. E.; Kurz, G.; Wallenfels, K. A quantitation of the factors which affect the hydrolase and transgalactosylase activities of β-galactosidase (E. coli) on lactose Biochemistry 1976, 15, 1994-2001
4. Chen, S. X.; Wei, D. Z.; Hu, Z. H. Synthesis of galacto-oligosaccharides in AOT/isooctane reverse micelles by beta-galactosidase J. Mol. Catal. B: Enzym. 2001, 16, 109-114
5. Chen, C. W.; Ou-Yang, C. C.; Yeh, C. W. Synthesis of galactooligosaccharides and transgalactosylation modeling in reverse micelles Enzyme Microb. Technol. 2003, 33, 497-507
6. Torres, D. P.; Goncalves, M.; Teixeira, J. A.; Rodrigues, L. R. Galacto-oligosaccharides: production, properties, applications, and significance as prebiotics Compr. Rev. Food Sci. Food Saf. 2010, 9, 438-454
7. Park, A. R.; Oh, D. K. Galacto-oligosaccharide production using microbial ß-galactosidase: Current state and perspectives Appl. Microbiol. Biotechnol. 2010, 85, 1279-1286
8. Shadid, R.; Haarman, M.; Knol, J.; Theis, W.; Beermann, C.; Rjosk-Dendorfer, D.; Schendel, D. J.; Koletzko, B. V.; Krauss-Etschmann, S. Effects of galactooligosaccharide and long-chain fructooligosaccharide supplementation during pregnancy on maternal and neonatal microbiota and immunity: a randomized, double-blind, placebo-controlled study Am. J. Clin. Nutr. 2007, 86, 1426-1437
9. Rastall, R. A.; Gibson, G. R.; Gill, H. S.; Guarner, F.; Klaenhammer, T. R.; Pot, B.; Reid, G.; Rowland, I. R.; Sanders, M. E. Modulation of the microbial ecology of the human colon by probiotics, prebiotics and synbiotics to enhance human health: An overview of enabling science and potential applications FEMS Microbiol. Ecol. 2005, 52, 145-152
10. Gosling, A.; Stevens, G. W.; Barber, A. R.; Kentish, S. E.; Gras, S. L. Recent advances refining galactooligosaccharide production from lactose Food Chem. 2010, 121, 307-318
11. Cardelle-Cobas, A.; Corzo, N.; Olano, A.; Pelaez, C.; Requena, T.; Avila, M. Galactooligosaccharides derived from lactose and lactulose: Influence of structure on Lactobacillus, Streptococcus and Bifidobacterium growth Int. J. Food Microbiol. 2011, 149, 81-87
12. Splechtna, B.; Nguyen, T. H.; Steinbock, M.; Kulbe, K. D.; Lorenz, W.; Haltrich, D. Production of prebiotic galacto-oligosaccharides from lactose using beta-galactosidases from Lactobacillus reuteri J. Agric. Food Chem. 2006, 54, 4999-5006
13. Maischberger, T.; Leitner, E.; Nitisinprasert, S.; Juajun, O.; Yamabhai, M.; Nguyen, T. H.; Haltrich, D. ß-Galactosidase from Lactobacillus pentosus: Purification, characterization and formation of galacto- oligosaccharides Biotechnol. J. 2010, 5, 838-847
14. Iqbal, S.; Nguyen, T. H.; Nguyen, T. T.; Maischberger, T.; Haltrich, D. ß-Galactosidase from Lactobacillus plantarum WCFS1: Biochemical characterization and formation of prebiotic galacto-oligosaccharides Carbohydr. Res. 2010, 345, 1408-1416
15. Rodriguez-Colinas, B.; De Abreu, M. A.; Fernandez-Arrojo, L.; De Beer, R.; Poveda, A.; Jimenez-Barbero, J.; Haltrich, D.; Ballesteros, A. O.; Fernandez-Lobato, M.; Plou, F. J. Production of galacto-oligosaccharides by the β-galactosidase from Kluyveromyces lactis: Comparative analysis of permeabilized cells versus soluble enzyme J. Agric. Food Chem. 2011, 59, 10477-10484
16. Martinez-Villaluenga, C.; Cardelle-Cobas, A.; Corzo, N.; Olano, A.; Villamiel, M. Optimization of conditions for galactooligosaccharide synthesis during lactose hydrolysis by beta-galactosidase from Kluyveromyces lactis (Lactozym 3000 L HP G) Food Chem. 2008, 107, 258-264
17. Chockchaisawasdee, S.; Athanasopoulos, V. I.; Niranjan, K.; Rastall, R. A. Synthesis of galacto-oligosaccharide from lactose using beta-galactosidase from Kluyveromyces lactis: Studies on batch and continuous UF membrane-fitted bioreactors Biotechnol. Bioeng. 2005, 89, 434-443
18. Maugard, T.; Gaunt, D.; Legoy, M. D.; Besson, T. Microwave-assisted synthesis of galacto-oligosaccharides from lactose with immobilized beta-galactosidase from Kluyveromyces lactis Biotechnol. Lett. 2003, 25, 623-629
19. Guerrero, C.; Vera, C.; Plou, F.; Illanes, A. Influence of reaction conditions on the selectivity of the synthesis of lactulose with microbial beta-galactosidases J. Mol. Catal. B: Enzym. 2011, 72, 206-212
20. Albayrak, N.; Yang, S. T. Production of galacto-oligosaccharides from lactose by Aspergillus oryzae beta-galactosidase immobilized on cotton cloth Biotechnol. Bioeng. 2002, 77, 8-19
21. Iwasaki, K. I.; Nakajima, M.; Nakao, S. I. Galacto-oligosaccharide production from lactose by an enzymic batch reaction using β-galactosidase Proc. Biochem. 1996, 31, 69-76
22. Vera, C.; Guerrero, C.; Conejeros, R.; Illanes, A. Synthesis of galacto-oligosaccharides by β-galactosidase from Aspergillus oryzae using partially dissolved and supersaturated solution of lactose Enzyme Microb. Technol. 2012, 50, 188-194
23. Toba, T.; Adachi, S. Hydrolysis of lactose by microbial β-galactosidases. Formation of oligosaccharides with special reference to 2-O-β- d -galactopyranosyl- d -glucose J. Dairy Sci. 1978, 61, 33-38
24. Hsu, C. A.; Lee, S. L.; Chou, C. C. Enzymatic production of galactooligosaccharides by beta-galactosidase from Bifidobacterium longum BCRC 15708 J. Agric. Food Chem. 2007, 55, 2225-2230
25. Gosling, A.; Stevens, G. W.; Barber, A. R. Kentish, S. E.; Gras, S. L. Effect of the substrate concentration and water activity on the yield and rate of the transfer reaction of β-galactosidase from Bacillus circulans J. Agric. Food Chem. 2011, 59, 3366-3372
26. Tanaka, Y.; Kagamiishi, A.; Kiuchi, A.; Horiuchi, T. Purification and properties of β- galactosidase from Aspergillus oryzae J. Biochem. 1975, 77, 241-247
27. Ansari, S. A.; Husain, Q. Lactose hydrolysis by β-galactosidase immobilized on concanavalin A-cellulose in batch and continuous mode J. Mol. Catal. B: Enzym. 2010, 63, 68-74
28. Yang, S. T.; Marchio, J. L.; Yen, J. W. A dynamic light scattering study of β-galactosidase: Environmental effects on protein conformation and enzyme activity Biotechnol. Prog. 1994, 10, 525-531
29. Guidini, C. Z.; Fischer, J.; Santana, L. N. S.; Cardoso, V. L.; Ribeiro, E. J. Immobilization of Aspergillus oryzae β-galactosidase in ion exchange resins by combined ionic-binding method and cross-linking Biochem. Eng. J. 2010, 52, 137-143
30. Guleç, H. A.; Gürdaç.; Albayrak, N.; Mutlu, M. Immobilization of Aspergillus oryzae β-galactosidase on low-pressure plasma-modified cellulose acetate membrane using polyethyleneimine for production of galactooligosaccharide Biotechnol. Bioprocess Eng. 2010, 15, 1006-1015
31. Mayer, J.; Conrad, J.; Klaiber, I.; Lutz-Wahl, S.; Beifuss, U.; Fischer, L. Enzymatic production and complete nuclear magnetic resonance assignment of the sugar lactulose J. Agric. Food Chem. 2004, 52, 6983-6990
32. Irazoqui, G.; Giacomini, C.; Batista-Viera, F.; Brena, B. M.; Cardelle-Cobas, A.; Corzo, N.; Jimeno, M. L. Characterization of galactosyl derivatives obtained by transgalactosylation of lactose and different polyols using immobilized β-galactosidase from Aspergillus oryzae J. Agric. Food Chem. 2009, 57, 11302-11307
33. Klewicki, R. The stability of gal-polyols and oligosaccharides during pasteurization at a low pH LWT-Food Sci. Technol. 2007, 40, 1259-1265
34. Freitas, F. F.; Marquez, L. D. S.; Ribeiro, G. P.; Brandao, G. C.; Cardoso, V. L.; Ribeiro, E. J. A comparison of the kinetic properties of free and immobilized Aspergillus oryzae β-galactosidase Biochem. Eng. J. 2011, 58-59, 33-38
35. Gaur, R.; Pant, H.; Jain, R.; Khare, S. K. Galacto-oligosaccharide synthesis by immobilized Aspergillus oryzae beta-galactosidase Food Chem. 2006, 97, 426-430
36. Huerta, L. M.; Vera, C.; Guerrero, C.; Wilson, L.; Illanes, A. Synthesis of galacto-oligosaccharides at very high lactose concentrations with immobilized β-galactosidases from Aspergillus oryzae Proc. Biochem. 2011, 46, 245-252
37. Neri, D. F. M.; Balcao, V. M.; Cardoso, S. M.; Silva, A. M. S.; Domingues, M. D. R. M.; Torres, D. P. M.; Rodrigues, L. R. M.; Carvalho, L. B.; Teixeira, J. A. C. Characterization of galactooligosaccharides produced by β-galactosidase immobilized onto magnetized Dacron Int. Dairy J. 2011, 21, 172-178
38. Sheu, D. C.; Li, S. Y.; Duan, K. J.; Chen, C. W. Production of galactooligosaccharides by beta-galactosidase immobilized on glutaraldehyde-treated chitosan beads Biotechnol. Technol. 1998, 12, 273-276
39. Guidini, C. Z.; Fischer, J.; Resende, M. M. D.; Cardoso, V. L.; Ribeiro, E. J. β-Galactosidase of Aspergillus oryzae immobilized in an ion exchange resin combining the ionic-binding and crosslinking methods: Kinetics and stability during the hydrolysis of lactose J. Mol. Catal. B: Enzym. 2011, 71, 139-145
40. Rodriguez-Colinas, B.; Poveda, A.; Jimenez-Barbero, J.; Ballesteros, A. O.; Plou, F. J. Galacto-oligosaccharide synthesis from lactose solution or skim milk using the β-galactosidase from Bacillus circulans J. Agric. Food Chem. 2012, 60, 6391-6398
41. Toba, T.; Yokota, A.; Adachi, S. Oligosaccharide structures formed during the hydrolysis of lactose by Aspergillus oryzae β-galactosidase Food Chem. 1985, 16, 147-162
42. Srisimarat, W.; Pongsawasdi, P. Enhancement of the oligosaccharide synthetic activity of β-galactosidase in organic solvents by cyclodextrin Enzyme Microb. Technol. 2008, 43, 436-441
43. Albayrak, N.; Yang, S. T. Immobilization of beta-galactosidase on fibrous matrix by polyethyleneimine for production of galacto-oligosaccharides from lactose Biotechnol. Prog. 2002, 18, 240-251
44. Matella, N. J.; Dolan, K. D.; Lee, Y. S. Comparison of galactooligosaccharide production in free-enzyme ultrafiltration and in immobilized-enzyme systems J. Food Sci. 2006, 71, C363-C368
45. Gopal, P. K.; Sullivan, P. A.; Smart, J. B. Utilisation of galacto-oligosaccharides as selective substrates for growth by lactic acid bacteria including Bifidobacterium lactis DR10 and Lactobacillus rhamnosus DR20 Int. Dairy J. 2001, 11, 19-25
46. Van Laere, K. M. J.; Abee, T.; Schols, H. A.; Beldman, G.; Voragen, A. G. J. Characterization of a novel beta-galactosidase from Bifidobacterium adolescentis DSM 20083 active towards transgalactooligosaccharides Appl. Environ. Microb. 2000, 66, 1379-1384