Journal of Microbiology and Biotechnology

  • 제28권4호
  • /
  • Pages.579-587
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  • 2018
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  • 1017-7825(pISSN)
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  • 1738-8872(eISSN)
한국미생물·생명공학회 (The Korean Society for Microbiology and Biotechnology)
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Hanseniaspora thailandica BC9 β-Glucosidase for the Production of β-ᴅ-Hexyl Glucoside

  • Phongprathet, Sujittra (Graduate School, Khon Kaen University) ;
  • Vichitphan, Kanit (Department of Biotechnology and Fermentation Research Center for Value Added Agricultural Products (FerVAAP), Khon Kaen University) ;
  • Han, Jaehong (Metalloenzyme Research Group and Department of Plant Biotechnology, Chung-Ang University) ;
  • Vichitphan, Sukanda (Department of Biotechnology and Fermentation Research Center for Value Added Agricultural Products (FerVAAP), Khon Kaen University) ;
  • Sawaengkaew, Jutaporn (Department of Microbiology, Faculty of Science, Khon Kaen University)
  • 투고 : 2017.12.15
  • 심사 : 2018.01.18
  • 발행 : 2018.04.28
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초록

For biotechnological production of high-valued ${\beta}-{\text\tiny{D}}$-hexyl glucoside, the catalytic properties of Hanseniaspora thailandica BC9 ${\beta}$-glucosidase purified from the periplasmic fraction were studied, and the transglycosylation activity for the production of ${\beta}-{\text\tiny{D}}$-hexyl glucoside was optimized. The constitutive BC9 ${\beta}$-glucosidase exhibited maximum specific activity at pH 6.0 and $40^{\circ}C$, and the activity of BC9 ${\beta}$-glucosidase was not significantly inhibited by various metal ions. BC9 ${\beta}$-glucosidase did not show a significant activity of cellobiose hydrolysis, but the activity was rather enhanced in the presence of sucrose and medium-chain alcohols. BC9 ${\beta}$-glucosidase exhibited enhanced production of ${\beta}-{\text\tiny{D}}$-hexyl glucoside in the presence of DMSO, and 62% of ${\beta}-{\text\tiny{D}}$-hexyl glucoside conversion was recorded in 4 h in the presence of 5% 1-hexanol and 15% DMSO.

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참고문헌

  1. Turan Y, Zheng M. 2005. Purification and characterization of an intracellular $\beta$-glucosidase from the methylotrophic yeast Pichia pastoris. Biochemistry (Mosc.) 70: 1363-1368. https://doi.org/10.1007/s10541-005-0270-5
  2. Hong J, Tamaki H, Kumagai H. 2007. Cloning and functional expression of thermostable $\beta$-glucosidase gene from Thermoascus aurantiacus. Appl. Microbiol. Biotechnol. 73: 1331-1339. https://doi.org/10.1007/s00253-006-0618-9
  3. Donkor ON, Shah NP. 2008. Production of $\beta$-glucosidase and hydrolysis of isoflavone phytoestrogens by Lactobacillus acidophilus, Bifidobacterium lactis, and Lactobacillus casei in soymilk. J. Food Sci. 73: 15-20.
  4. Wang Y, Li J, Xu Y. 2011. Characterization of novel $\beta$-glucosidases with transglycosylation properties from Trichosporon asahii. J. Agric. Food Chem. 59: 11219-11227. https://doi.org/10.1021/jf203693v
  5. Swangkeaw J, Vichitphan S, Butzke CE, Vichitphan K. 2011. Characterization of $\beta$-glucosidases from Hanseniaspora sp. and Pichia anomala with potentially aroma-enhancing capabilities in juice and wine. World J. Microbiol. Biotechnol. 27: 423-430. https://doi.org/10.1007/s11274-010-0474-8
  6. Roy P, Mishra S, Chaudhuri TK. 2005. Cloning, sequence analysis, and characterization of a novel $\beta$-glucosidase-like activity from Pichia etchellsii. Biochem. Biophys. Res. Commun. 336: 299-308. https://doi.org/10.1016/j.bbrc.2005.08.067
  7. Swangkeaw J, Vichitphan S, Butzke CE, Vichitphan K. 2009. The characterisation of a novel Pichia anomala $\beta$-glucosidase with potentially aroma-enhancing capabilities in wine. Ann. Microbiol. 59: 335-343. https://doi.org/10.1007/BF03178336
  8. Kim M, Kim N, Han J. 2016. Deglycosylation of flavonoid O-glucosides by human intestinal bacteria Enterococcus sp. MRG-2 and Lactococcus sp. MRG-IF-4. Appl. Biol. Chem. 59: 443-449. https://doi.org/10.1007/s13765-016-0183-6
  9. Kim M, Lee J, Han J. 2015. Deglycosylation of isoflavone C-glycosides by newly isolated human intestinal bacteria. J. Sci. Food Agric. 95: 1925-1931. https://doi.org/10.1002/jsfa.6900
  10. Smaali MI, Michaud N, Marzouki N, Legoy MD. 2004. Comparison of two $\beta$-glucosidases for the enzymatic synthesis of $\beta$-(1-6)-$\beta$-(1-3)-gluco-oligosaccharides. Biotechnol. Lett. 675-679.
  11. Ito J, Ebe T, Shibasaki S, Fukuda H, Kondo A. 2007. Production of alkyl glucoside from cellooligosaccharides using yeast strains displaying Aspergillus aculeatus $\beta$-glucosidase 1. J. Mol. Catal. B Enzym. 49: 92-97. https://doi.org/10.1016/j.molcatb.2007.08.008
  12. Krisch J, Bencsik O, Papp T, Vagvolgyi C, Tako M. 2012. Characterization of a $\beta$-glucosidase with transgalactosylation capacity from the zygomycete Rhizomucor miehei. Bioresour. Technol. 114: 555-560. https://doi.org/10.1016/j.biortech.2012.02.117
  13. Younis Rather M, Mishra S, Verma V, Chand S. 2012. Biotransformation of methyl-$\beta$-$\small{D}$-glucopyranoside to higher chain alkyl glucosides by cell bound $\beta$-glucosidase of Pichia etchellsii. Bioresour. Technol. 107: 287-294. https://doi.org/10.1016/j.biortech.2011.11.061
  14. Mallek-Fakhfakh H, Belghith H. 2016. Physicochemical properties of thermotolerant extracellular $\beta$-glucosidase from Talaromyces thermophilus and enzymatic synthesis of cello-oligosaccharides. Carbohydr. Res. 419: 41-50. https://doi.org/10.1016/j.carres.2015.10.014
  15. Van Rantwijk F, Woudenberg-Van Oosterom M, Sheldon RA. 1999. Glycosidase-catalysed synthesis of alkyl glycosides. J. Mol. Catal. B Enzym. 6: 511-532. https://doi.org/10.1016/S1381-1177(99)00042-9
  16. Rather M, Mishra S. 2013. $\beta$-Glycosidases: an alternative enzyme based method for synthesis of alkyl-glycosides. Sustain. Chem. Process. 1: 7. https://doi.org/10.1186/2043-7129-1-7
  17. Wimmer Z, Pechova L, Saman D. 2004. Koenigs-Knorr synthesis of cycloalkyl glycosides. Molecules 9: 902-912. https://doi.org/10.3390/91100902
  18. Bornaghi LF, Poulsen SA. 2005. Microwave-accelerated Fischer glycosylation. Tetrahedron Lett. 46: 3485-3488. https://doi.org/10.1016/j.tetlet.2005.03.126
  19. Pal S, Banik SP, Ghorai S, Chowdhury S, Khowala S. 2010. Purification and characterization of a thermostable intra-cellular $\beta$-glucosidase with transglycosylation properties from filamentous fungus Termitomyces clypeatus. Bioresour. Technol. 101: 2412-2420. https://doi.org/10.1016/j.biortech.2009.11.064
  20. Rather MY, Mishra S, Chand S. 2010. $\beta$-Glucosidase catalyzed synthesis of octyl-$\beta$-$\small{D}$-glucopyranoside using whole cells of Pichia etchellsii in micro aqueous media. J. Biotechnol. 150: 490-496.
  21. Dahiya S, Ojha S, Mishra S. 2015. Biotransformation of sucrose into hexyl-$\alpha$-$\small{D}$-glucopyranoside and -polyglucosides by whole cells of Microbacterium paraoxydans. Biotechnol. Lett. 37: 1431-1437. https://doi.org/10.1007/s10529-015-1808-2
  22. Lirdprapamongkol K, Svasti J. 2000. Alkyl glucoside synthesis using Thai rosewood $\beta$-glucosidase. Biotechnol. Lett. 22: 1889-1894. https://doi.org/10.1023/A:1005696625268
  23. Andersson M, Adlercreutz P. 2001. A kinetic study of almond $\beta$-glucosidase catalyzed synthesis of hexylglucosides in low aqueous media. Influence of glycosyl donor and water activity. J. Mol. Catal. B Enzym. 14: 69-76. https://doi.org/10.1016/S1381-1177(00)00238-1
  24. Basso A, Ducret A, Gardossi L, Lortie R. 2002. Synthesis of octyl glucopyranoside by almond $\beta$-glucosidase adsorbed onto Celite R-640. Tetrahedron Lett. 43: 2005-2008. https://doi.org/10.1016/S0040-4039(02)00197-1
  25. Svasti J, Phongsak T, Sarnthima R. 2003. Transglucosylation of tertiary alcohols using cassava $\beta$-glucosidase. Biochem. Biophys. Res. Commun. 305: 470-475. https://doi.org/10.1016/S0006-291X(03)00793-9
  26. Hu Y, Luan H, Zhou K, Ge G, Yang S, Yang L. 2008. Purification and characterization of a novel glycosidase from the China white jade snail (Achatina fulica) showing transglycosylation activity. Enzyme Microb. Technol. 43: 35-42. https://doi.org/10.1016/j.enzmictec.2008.02.010
  27. Maitan-Alfenas GP, Lorena LG, De Almeida MN, Visser EM, de Rezende. 2014. Hydrolysis of soybean isoflavones by Debaryomyces hansenii UFV-1 immobilised cells and free $\beta$-glucosidase. Food Chem. 146: 429-436. https://doi.org/10.1016/j.foodchem.2013.09.099
  28. Gonzalez-Pombo P, Farina L, Carrau F, Batista-Viera F, Brena BM. 2014. Aroma enhancement in wines using co-immobilized Aspergillus niger glycosidases. Food Chem. 143: 185-191. https://doi.org/10.1016/j.foodchem.2013.07.107
  29. Yang X, Ma R, Shi P, Huang H, Bai Y, Wang Y, et al. 2014. Molecular characterization of a highly-active thermophilic $\beta$-glucosidase from Neosartorya fischeri P1 and its application in the hydrolysis of soybean isoflavone glycosides. PLoS One 9: 1-9.
  30. Dikshit R, Tallapragada P. 2015. Partial purification and characterization of $\beta$-glucosidase from Monascus sanguineus. Braz. Arch. Biol. Technol. 58: 185-191. https://doi.org/10.1590/S1516-8913201400040
  31. Lopez MC, Mateo JJ, Maicas S. 2015. Screening of $\beta$-glucosidase and $\beta$-xylosidase activities in four non-Saccharomyces yeast isolates. J. Food Sci. 80: C1696-C1704. https://doi.org/10.1111/1750-3841.12954
  32. Hassan N, Nguyen TH, Intanon M, Kori LD, Patel BK, Haltrich D, et al. 2014. Biochemical and structural characterization of a thermostable $\beta$-glucosidase from Halothermothrix orenii for galacto-oligosaccharide synthesis. Appl. Microbiol. Biotechnol. 99: 1731-1744.
  33. Randall RJ, Lewis A. 1951. The folin by oliver. Readings 193: 265-275.
  34. So JH, Kim WC, Shin JH, Yu C, Rhee I. 2010. Purification and characterization of a $\beta$-glucosidase capable of hydrolyzing soybean isoflavone glycosides from Pichia guilliermondii K123-1. Food Sci. Biotechnol. 19: 1373-1379. https://doi.org/10.1007/s10068-010-0195-7
  35. Wallecha A, Mishra S. 2003. Purification and characterization of two $\beta$-glucosidases from a thermo-tolerant yeast Pichia etchellsii. Biochim. Biophys Acta 1649: 74-84. https://doi.org/10.1016/S1570-9639(03)00163-8
  36. Ismail A, Soultani S, Ghoul M. 1999. Enzymatic-catalyzed synthesis of alkylglycosides in monophasic and biphasic systems. I. The transglycosylation reaction. J. Biotechnol. 69: 135-143. https://doi.org/10.1016/S0168-1656(99)00041-3
  37. Arevalo Villena M, Ubeda Iranzo JF, Gundllapalli SB, Corgero Otero RR, Briones Perez AI. 2006. Characterization of an exocellular $\beta$-glucosidase from Debaryomyces pseudopolymorphus. Enzyme Microb. Technol. 39: 229-234. https://doi.org/10.1016/j.enzmictec.2005.10.018
  38. Belancic A, Gunata Z, Vallier MJ, Agosin E. 2003. $\beta$-Glucosidase from the grape native yeast Debaryomyces vanrijiae: purification, characterization, and its effect on monoterpene content of a muscat grape juice. J. Agric. Food Chem. 51: 1453-1459. https://doi.org/10.1021/jf025777l
  39. Arevalo Villena M, Ubeda Iranzo JF, Cordero Otero RR, Briones Perez AI. 2005. Optimization of a rapid method for studying the cellular location of $\beta$-glucosidase activity in wine yeasts. J. Appl. Microbiol. 99: 558-564. https://doi.org/10.1111/j.1365-2672.2005.02627.x
  40. Saha BC, Bothast RJ. 1996. Production, purification, and characterization of a highly glucose-tolerant novel beta-glucosidase from Candida peltata. Appl. Environ. Microbiol. 62: 3165-3170.
  41. Gueguen Y, Chemardin P, Arnaud A. 2001. Purification and characterization of an intracellular $\beta$-glucosidase from a Candida sake strain isolated from fruit juices. Appl. Biochem. Biotechnol. 95: 151-162. https://doi.org/10.1385/ABAB:95:3:151
  42. Kohchi G, Hayashi M, Nagai S. 1985. Purification and properties of $\beta$-glucosidase from Candida pelliculosa var. acetaetherius. Agric. Biol. Chem. 49: 779-784.
  43. Gonzalez-Pombo P, Farina L, Carrau F, Batista-Viera F, Brena BM. 2011. A novel extracellular $\beta$-glucosidase from Issatchenkia terricola: isolation, immobilization and application for aroma enhancement of white Muscat wine. Process Biochem. 46: 385-389. https://doi.org/10.1016/j.procbio.2010.07.016
  44. Gonzalez-Pombo P, Perez G, Carrau F, Guisan JM, Batista-Viera F, Brena BM. 2008. One-step purification and characterization of an intracellular $\beta$-glucosidase from Metschnikowia pulcherrima. Biotechnol. Lett. 30: 1469-1475. https://doi.org/10.1007/s10529-008-9708-3
  45. Fujita A, Alencar SM, Park YK. 2015. Conversion of isoflavone glucosides to aglycones by partially purified $\beta$-glucosidases from microbial and vegetable sources. Appl. Biochem. Biotechnol. 176: 1659-1672. https://doi.org/10.1007/s12010-015-1668-1
  46. Fang W, Song R, Zhang X, Zhang X, Zhang X, Wang X, et al. 2014. Characterization of a novel $\beta$-glucosidase from Gongronella sp. W5 and its application in the hydrolysis of soybean isoflavone glycosides. J. Agric. Food Chem. 62: 11688-11695. https://doi.org/10.1021/jf502850z
  47. Yan Q, Zhou XW, Zhou W, Li XW, Feng MQ, Zhou P. 2008. Purification and properties of a novel $\beta$-glucosidase, hydrolyzing ginsenoside Rb1 to CK, from Paecilomyces Bainier. J. Microbiol. Biotechnol. 18: 1081-1089.
  48. Yeom SJ, Kim BN, Kim YS, Oh DK. 2012. Hydrolysis of isoflavone glycosides by a thermostable $\beta$-glucosidase from Pyrococcus furiosus. J. Agric. Food Chem. 60: 1535-1541. https://doi.org/10.1021/jf204432g
  49. Uchiyama T, Miyazaki K, Yaoi K. 2013. Characterization of a novel $\beta$-glucosidase from a compost microbial metagenome with strong transglycosylation activity. J. Biol. Chem. 288: 18325-18334. https://doi.org/10.1074/jbc.M113.471342
  50. De Giuseppe PO, Souza TDACB, Souza FHM, Zanphorlin LM, Machado CB, Ward RJ, et al. 2014. Structural basis for glucose tolerance in GH1 $\beta$-glucosidases. Acta. Crystallogr. D Biol. Crystallogr. 70: 1631-1639. https://doi.org/10.1107/S1399004714006920
  51. Barbagallo RN, Spagna G, Palmeri R, Restuccia C, Giudici P. 2004. Selection, characterization and comparison of $\beta$-glucosidase from mould and yeasts employable for enological applications. Enzyme Microb. Technol. 35: 58-66. https://doi.org/10.1016/j.enzmictec.2004.03.005
  52. Yang L, Ning ZS, Shi CZ, Chang ZY, Huan LY. 2004. Purification and characterization of an isoflavone-conjugates-hydrolyzing $\beta$-glucosidase from endophytic bacterium. J. Agric. Food Chem. 52: 1940-1944. https://doi.org/10.1021/jf030476c
  53. Sabel A, Martens S, Petri A, Konig H, Claus H. 2014. Wickerhamomyces anomalus AS1: a new strain with potential to improve wine aroma. Ann. Microbiol. 64: 483-491. https://doi.org/10.1007/s13213-013-0678-x
  54. Hong J, Tamaki H, Kumagai H. 2006. Unusual hydrophobic linker region of $\beta$-glucosidase (BGLII) from Thermoascus aurantiacus is required for hyper-activation by organic solvents. Appl. Microbiol. Biotechnol. 73: 80-88. https://doi.org/10.1007/s00253-006-0428-0
  55. Chan CS, Sin LL, Chan K-G, Shamsir MS, Manan FA, Sani RK, et al. 2016. Characterization of a glucose-tolerant $\beta$-glucosidase from Anoxybacillus sp. DT3-1. Biotechnol. Biofuels 9: 174. https://doi.org/10.1186/s13068-016-0587-x
  56. Mladenoska I. 2016. Synthesis of octyl-$\beta$-glucoside catalyzed by almond $\beta$-glucosidase in unconventional reaction media. Food Technol. Biotechnol. 54: 211-216.