메뉴 건너뛰기




Volumn 57, Issue 23, 2009, Pages 11302-11307

Characterization of galactosyl derivatives obtained by transgalactosylation of lactose and different polyols using immobilized β-galactosidase from Aspergillus oryzae

Author keywords

Enzymatic synthesis; Galactosyl derivatives; Immobilized galactosldase; Lactose; Polyols; Transgalactosylation

Indexed keywords

BETA GALACTOSIDASE; FUNGAL PROTEIN; GALACTOSIDE; IMMOBILIZED ENZYME; LACTOSE; POLYMER; POLYOL;

EID: 72449172485     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf901834k     Document Type: Article
Times cited : (40)

References (32)
  • 1
    • 37049085376 scopus 로고
    • Enzymatic synthesis of glycosides using the β-galactosidase of Escherichia coli: Regio- And stereochemical studies
    • Crout, D. H. G.; Mac Manus, D. A. Enzymatic synthesis of glycosides using the β-galactosidase of Escherichia coli: Regio- and stereochemical studies, J.Chem. Soc., Perkin Trans. 1 1990, 1, 1865-1868.
    • (1990) J.Chem. Soc., Perkin Trans. 1 , vol.1 , pp. 1865-1868
    • Crout, D.H.G.1    Mac Manus, D.A.2
  • 2
    • 33745935583 scopus 로고    scopus 로고
    • Formation of gal-sorbitol during lactose hydrolysis with β-galactosidase
    • DOI 10.1016/j.foodchem.2005.10.064, PII S0308814605010368
    • Klewicki, R. Formation of gal-sorbitol during lactose hydrolysis with β-galactosidase. Food Chem. 2007, 100, 1196-1201. (Pubitemid 44062205)
    • (2007) Food Chemistry , vol.100 , Issue.3 , pp. 1196-1201
    • Klewicki, R.1
  • 3
    • 1342324033 scopus 로고    scopus 로고
    • Synthesis of oligosaccharides as potential novel food components and upscaled enzymatic reaction employing the β-galactosidase from bovine testes
    • DOI 10.1016/j.tet.2004.01.029
    • Schröder, S.; Schmidt, U.; Thiem, J.; Kowalczyk, J.; Kunz, M.; Vogel, M. Synthesis of oligosaccharides as potential novel food components and up scaled enzymatic reaction employing the βgalactosidase from bovine testes. Tetrahedron 2004, 60, 2601-2608. (Pubitemid 38249577)
    • (2004) Tetrahedron , vol.60 , Issue.11 , pp. 2601-2608
    • Schroder, S.1    Schmidt, U.2    Thiem, J.3    Kowalczyk, J.4    Kunz, M.5    Vogel, M.6
  • 4
    • 0033199969 scopus 로고    scopus 로고
    • β-Galactooligosaccharide synthesis with β-galactosidases from Sulfolobus solfataricus, Aspergillus oryzae, and Escherichia coli
    • DOI 10.1016/S0141-0229(99)00074-5, PII S0141022999000745
    • Reuter, S.; Nygaard, A. R.; Zimmermann, W. β-Galactooligosaccharide synthesis with β-galactosidases from Sulfolobus solfataricus, Aspergillus oryzae, and Escherichia coli. Enzvme Microb. Technol. 1999, 25, 509-516. (Pubitemid 29408610)
    • (1999) Enzyme and Microbial Technology , vol.25 , Issue.6 , pp. 509-516
    • Reuter, S.1    Rusborg, N.2    Nygaard, A.R.3    Zimmermann, W.4
  • 7
    • 0026655074 scopus 로고
    • Enzyme-catalyzed oligosaccharide synthesis
    • Ichikawa, Y.; Look, G. C.; Wong, G-H. Enzyme-catalyzed oligosaccharide synthesis, Anal. Biochem. 1992, 202, 215-238.
    • (1992) Anal. Biochem. , vol.202 , pp. 215-238
    • Ichikawa, Y.1    Look, G.C.2    Wong, G.-H.3
  • 8
    • 0032708956 scopus 로고    scopus 로고
    • Biocatalytic synthesis of oligosaccharides
    • Paleie, M, C. Biocatalytic synthesis of oligosaccharides. Curr. Opin. Biotechnol. 1999, 10, 616-624.
    • (1999) Curr. Opin. Biotechnol. , vol.10 , pp. 616-624
    • Paleie, M.C.1
  • 9
    • 0029896688 scopus 로고    scopus 로고
    • Regioselectivity of β-D-galactosyl-disaccharide formation using the β-D-galactosidase from Bacillus circulans
    • PII S0008621596000365
    • Usui, T.; Morimoto, S.; Hayakawa, Y.; Kawaguchi, M.; Murata, T.; Matahira, Y.; Nishida, Y. Regioselectivity of β-D-galactosyl-disaccharide formation using the β-D-galactosidase from Bacillus circulans. Charbohydr. Res. 1996, 285, 29-39. (Pubitemid 126333735)
    • (1996) Carbohydrate Research , vol.285 , pp. 29-39
    • Usui, T.1    Morimoto, S.2    Hayakawa, Y.3    Kawaguchi, M.4    Murata, T.5    Matahira, Y.6    Nishida, Y.7
  • 10
    • 0029823469 scopus 로고    scopus 로고
    • The synthesis of galactopyranosyl derivatives with β-galactosidases of different origins
    • DOI 10.1016/0008-6215(96)00187-5
    • Yoon, J. H.; Ajisaka, K. The synthesis of galactopyranosyl derivatives with β-galactosidases of different origins. Charbohydr. Res. 1996, 292, 153-163. (Pubitemid 26318363)
    • (1996) Carbohydrate Research , vol.292 , pp. 153-163
    • Yoon, J.-H.1    Ajisaka, K.2
  • 12
    • 34047274590 scopus 로고    scopus 로고
    • Hydrophilization of immobilized model enzymes suggests a widely applicable method for enhancing protein stability in polar organic cosolvents
    • Irazoqui, G.; Giacomini, C.; Batista-Viera, F.; Brena, B. M. Hydrophilization of immobilized model enzymes suggests a widely applicable method for enhancing protein stability in polar organic cosolvents. J. Mol.Catal. B: Enzym. 2007, 46, 43-51.
    • (2007) J. Mol.Catal. B: Enzym. , vol.46 , pp. 43-51
    • Irazoqui, G.1    Giacomini, C.2    Batista-Viera, F.3    Brena, B.M.4
  • 13
    • 0002552177 scopus 로고    scopus 로고
    • Fennema, O., Ed.; Marcel Dekker: New York
    • Miller, J. N.; Whistler, R. L. Carbohydrates. In Food Chemistry; Fennema, O., Ed.; Marcel Dekker: New York, 2000; p 207.
    • (2000) Food Chemistry , pp. 207
    • Miller, J.N.1    Carbohydrates, W.R.L.2
  • 14
    • 0032808645 scopus 로고    scopus 로고
    • Recent progress on research and applications of non-digestible galacto-oligosaccharides
    • DOI 10.1016/S0958-6946(99)00046-1, PII S0958694699000461
    • Sako, T.; Matsumoto, K.; Tanaka, R. Recent progress on research and applications of non-digestible galacto-oligosaccharides. Int. Dairy J. 1999, 9, 69-80. (Pubitemid 29342047)
    • (1999) International Dairy Journal , vol.9 , Issue.1 , pp. 69-80
    • Sako, T.1    Matsumoto, K.2    Tanaka, R.3
  • 16
    • 12144273621 scopus 로고    scopus 로고
    • Modulation of the human gut microflora towards improve health using prebiotics - Assessment of efficacy
    • DOI 10.2174/1381612053382331
    • Tuohy, K. M.; Rouzaud, G. C.; Brück, W. M.; Gibson, G. R. Modulation of the human gut microflora towards improved health using prebiotics-Assessment of efficacy. Curr. Pharm. Des. 2005, 11, 75-90. (Pubitemid 40103629)
    • (2005) Current Pharmaceutical Design , vol.11 , Issue.1 , pp. 75-90
    • Tuohy, K.M.1    Rouzaud, G.C.M.2    Bruck, W.M.3    Gibson, G.R.4
  • 17
    • 0034695173 scopus 로고    scopus 로고
    • Anti-tumor-promoting effects of glycoglycerolipid analogues on two-stage mouse skin carcinogenesis
    • DOI 10.1016/S0304-3835(00)00610-8, PII S0304383500006108
    • Colombo, D.; Compostella, F.; Ronchetti, F.; Scala, A.; Toma, L.; Kuchide, M.; Tokuda, H.; Nishino, H. Anti-tumor-promoting effects of glycoglycerolipid analogues on two-stage mouse skin carcinogenesis. Cancer Lett. 2000, 161, 201-205. (Pubitemid 30945638)
    • (2000) Cancer Letters , vol.161 , Issue.2 , pp. 201-205
    • Colombo, D.1    Compostella, F.2    Ronchetti, F.3    Scala, A.4    Toma, L.5    Kuchide, M.6    Tokuda, H.7    Nishino, H.8
  • 19
    • 33144454670 scopus 로고    scopus 로고
    • Synthetic lactulose amines: Novel class of anticancer agents that induce tumor-cell apoptosis and inhibit galectin-mediated homotypic cell aggregation and endothelial cell morphogenesis
    • DOI 10.1093/glycob/cwj056
    • Rabinovich, G. A.; Cumashi, A.; Bianco, G. A.; Ciavardelli, D.; Lurisci, I.; Dégidio, M.; Piccolo, E.; Tinari, N.; Nifantiev, N.; Iacobelli, S. Synthetic lactulose amines: novel class of anticancer agents that induce tumor-cell apoptosis and inhibit galectinmediated homotypic cell aggregation, and endothelial cell morphogenesis. Glycobiology 2006, 16, 210-220. (Pubitemid 43264687)
    • (2006) Glycobiology , vol.16 , Issue.3 , pp. 210-220
    • Rabinovich, G.A.1    Cumashi, A.2    Bianco, G.A.3    Ciavardelli, D.4    Iurisci, I.5    D'Egidio, M.6    Piccolo, E.7    Tinari, N.8    Nifantiev, N.9    Iacobelli, S.10
  • 20
    • 17244375741 scopus 로고    scopus 로고
    • Synthesis of O-galactosyl aldoximes as potent LacNAc-mimetic galectin-3 inhibitors
    • DOI 10.1016/j.bmcl.2005.02.079
    • Tejler, J.; Leffler, H.; Nilsson, U. J. Synthesis of O- galactosylaldoximes as potent LacNac-mimetic galectin 3 inhibitors, Bioorg. Med. Chem. Lett. 2005, 15, 2343-2345. (Pubitemid 40528403)
    • (2005) Bioorganic and Medicinal Chemistry Letters , vol.15 , Issue.9 , pp. 2343-2345
    • Tejler, J.1    Leffler, H.2    Nilsson, U.J.3
  • 21
    • 22244466405 scopus 로고    scopus 로고
    • Influence of disaccharide structure on prebiotic selectivity in vitro
    • Sanz, M., L.; Gibson, G. R.; Rastall, R. A. Influence of disaccharide structure on prebiotic selectivity in vitro. J. Agric. Food Chem. 2005, 53, 5192-5199.
    • (2005) J. Agric. Food Chem. , vol.53 , pp. 5192-5199
    • Sanz, M.L.1    Gibson, G.R.2    Rastall, R.A.3
  • 22
    • 32144452076 scopus 로고    scopus 로고
    • Aryl O and S-galactosides and lactosides as specific inhibitors of human galectins-1 and -3: Role of electrostatic potential at O-3
    • DOI 10.1016/j.bmcl.2005.12.010, PII S0960894X05015581
    • Giguère, D.; Sachiko, S.; St. Peirre, C.; Sirois, S.; Roy, R. Aryl Oand S-galactosides and lactosides as specific inhibitors of human galectins-1 and -3: Role of electrostatic potential at O-3. Biorg. Med. Chem. Lett. 2006, 16, 1668-1672. (Pubitemid 43204237)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.6 , pp. 1668-1672
    • Giguere, D.1    Sato, S.2    St-Pierre, C.3    Sirois, S.4    Roy, R.5
  • 23
    • 20644448817 scopus 로고    scopus 로고
    • 3-(l,2,3-Triazol-l-yl)-l-thio-galactosides as small, efficient, and hydrolytically stable inhibitors of galectin-3
    • Salameh, B. A.; Leffler, H.; Nilsson, U. J. 3-(l,2,3-Triazol-l-yl)-l- thio-galactosides as small, efficient, and hydrolytically stable inhibitors of galectin-3. Bioorg. Med. Chem. Lett. 2005, 15, 3344-3346.
    • (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 3344-3346
    • Salameh, B.A.1    Leffler, H.2    Nilsson, U.J.3
  • 24
    • 0036810902 scopus 로고    scopus 로고
    • Prebiotics and synbiotics: Towards the next generation
    • Rastall, R. A.; Maitin, V. Prebiotics and synbiotics: Towards the next generation. Curr. Opin. Biotechnol. 2002, 13, 490-496.
    • (2002) Curr. Opin. Biotechnol. , vol.13 , pp. 490-496
    • Rastall, R.A.1    Maitin, V.2
  • 25
    • 0035931373 scopus 로고    scopus 로고
    • Influence of the immobilization chemistry on the properties of immobilized β-galactosidases
    • Giacomini, C.; Irazoqui, G.; Batista-Viera, F.; Brena, B. M. Influence of the immobilization chemistry on the properties of immobilized β-galactosidases. J. mol. Catal. B: Enzyvm. 2001, 11, 597-606.
    • (2001) J. Mol. Catal. B: Enzyvm. , vol.11 , pp. 597-606
    • Giacomini, C.1    Irazoqui, G.2    Batista-Viera, F.3    Brena, B.M.4
  • 27
    • 0032479881 scopus 로고    scopus 로고
    • Immobilization of β-galactosidase from Kluyveromyces lactis on silica and agarose: Comparison of different methods
    • DOI 10.1016/S1381-1177(98)00071-X, PII S138111779800071X
    • Giacomini, C.; Villarino, A.; Franco-Fraguas, L.; Batista-Viera, F. Immobilization of β-galactosidase from. Kluyveromyces lactis on silica and agarose: Comparison of different methods. J. Mol. Catal. B: Enzym. 1998, 4, 313-327. (Pubitemid 28308995)
    • (1998) Journal of Molecular Catalysis - B Enzymatic , vol.4 , Issue.5-6 , pp. 313-327
    • Giacomini, C.1    Villarino, A.2    Franco-Fraguas, L.3    Batista-Viera, F.4
  • 28
    • 72449188586 scopus 로고    scopus 로고
    • Dionex. Technical Note 21. Optimal settings for pulsed amperometric detection of carbohydrates using the Dionex ED40 electrochemical detector
    • Dionex. Technical Note 21. Optimal settings for pulsed amperometric detection of carbohydrates using the Dionex ED40 electrochemical detector.
  • 29
    • 33747500262 scopus 로고    scopus 로고
    • Rapid separation on activated charcoal of high oligosaccharides in honey
    • DOI 10.1365/s10337-006-0842-6
    • Morales, V.; Sanz, M. L.; Olano, A. Rapid separation on activated charcoal of high oligosaccharides in honey. Chromatographia 2006, 64, 233-238. (Pubitemid 44258076)
    • (2006) Chromatographia , vol.64 , Issue.3-4 , pp. 233-238
    • Morales, V.1    Sanz, M.L.2    Olano, A.3    Corzo, N.4
  • 31
    • 0027213579 scopus 로고
    • Optimization of alkyl β-D-galactopyranoside síntesis from lactose using commercially available β-galactosidases
    • Stevenson, D. E.; Stanley, R. A.; Furneaux, R. H. Optimization of alkyl β-D-galactopyranoside síntesis from lactose using commercially available β-galactosidases. Biotechnol. Bioeng. 1993, 42, 657-666.
    • (1993) Biotechnol. Bioeng. , vol.42 , pp. 657-666
    • Stevenson, D.E.1    Stanley, R.A.2    Furneaux, R.H.3
  • 32
    • 0033913370 scopus 로고    scopus 로고
    • Transglycosylation of a β-galactosyl radical, in the course of enzymic hydrolysis of lactose, in the presence of selected polyhydroxyalcohols
    • DOI 10.1023/A:1005698013715
    • Klewicki, R. Transglycosylation of a β-galactosyl radical, in the course of enzymic hydrolysis of lactose, in the presence of selected polyhydroxyalcohols. Biotechnol Lett. 2000, 22, 1063-1066. (Pubitemid 30485680)
    • (2000) Biotechnology Letters , vol.22 , Issue.13 , pp. 1063-1066
    • Klewicki, R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.