Transglycosylation catalyzed by almond β-glucosidase and cloned Pichia etchellsii β-glucosidase II using glycosylasparagine mimetics as novel acceptors

被引:115
作者
Kannan, T
Loganathan, D [1 ]
Bhatia, Y
Mishra, S
Bisaria, VS
机构
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
[2] Indian Inst Technol, Dept Biochem Engn & Biotechnol, New Delhi 110016, India
关键词
beta-glucosidase; almond; Pichia etchellsii; transglycosylation; glycosylasparagine mimics; disaccharide synthesis;
D O I
10.1080/1024242032000156594
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The stability of almond beta-glucosidase in five different organic media was evaluated. After 1 hour of incubation at 30degreesC, the enzyme retained 95, 91, 81, 74 and 56% relative activity in aqueous solutions [30% (v/v)] of dioxane, DMSO, DMF, acetone and acetonitrile, respectively. Transglucosylation involving p -nitrophenyl beta-D-glucopyranoside as donor and beta-1- N -acetamido-D-glucopyranose, which is a glycosylasparagine mimic, as acceptor was explored under different reaction conditions using almond betaglucosidase and cloned Pichia etchellsii beta-glucosidase II. The yield of disaccharides obtained in both reactions turned out to be 3%. Both enzymes catalyzed the formation of (1-->3)- as well as (1-->6)- regioisomeric disaccharides, the former being the major product in cloned beta-glucosidase II reaction while the latter predominated in the almond enzyme catalyzed reaction. Use of beta-1- N -acetamido-D-mannopyranose and beta-1- N -acetamido-2-acetamido-2-deoxy-D-glucopyranose as acceptors in almond beta-glucosidase catalyzed reactions, however, did not afford any disaccharide products revealing the high acceptor specificity of this enzyme.
引用
收藏
页码:1 / 7
页数:7
相关论文
共 17 条
  • [1] Microbial β-glucosidases:: Cloning, properties, and applications
    Bhatia, Y
    Mishra, S
    Bisaria, VS
    [J]. CRITICAL REVIEWS IN BIOTECHNOLOGY, 2002, 22 (04) : 375 - 407
  • [2] Biosynthetic activity of recombinant Escherichia coli-expressed Pichia etchellsii β-glucosidase II
    Bhatia, Y
    Mishra, S
    Bisaria, VS
    [J]. APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 2002, 102 (1-6) : 367 - 379
  • [3] BHATIA Y, 2001, THESIS INDIAN I TECH
  • [4] Chiffoleau-Giraud V, 1999, EUR J ORG CHEM, V1999, P757
  • [5] ENZYMATIC-SYNTHESIS OF TRISACCHARIDES AND ALKYL BETA-D-GLUCOSIDES BY THE TRANSGLYCOSYLATION REACTION OF BETA-GLUCOSIDASE FROM FUSARIUM-OXYSPORUM
    CHRISTAKOPOULOS, P
    BHAT, MK
    KEKOS, D
    MACRIS, BJ
    [J]. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1994, 16 (06) : 331 - 334
  • [6] Chemoselective glycosylation strategy for the convergent assembly of phytoalexin-elicitor active oligosaccharides and their photoreactive derivatives
    Geurtsen, R
    Côté, F
    Hahn, MG
    Boons, GJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21) : 7828 - 7835
  • [7] The contribution of cell wall proteins to the organization of the yeast cell wall
    Kapteyn, JC
    Van Den Ende, H
    Klis, FM
    [J]. BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 1999, 1426 (02): : 373 - 383
  • [8] Regioselective syntheses of new tri- and tetrasaccharides from β-glucobioses by Trichoderma viride β-glucosidase and their structural analyses by NMR spectroscopy
    Kono, H
    Waelchili, MR
    Fujiwara, M
    Erata, T
    Takai, M
    [J]. CARBOHYDRATE RESEARCH, 1999, 321 (1-2) : 67 - 74
  • [9] SOME PROPERTIES OF TRANSGLYCOSYLATION ACTIVITY OF SESAME BETA-GLUCOSIDASE
    KURIYAMA, K
    TSUCHIYA, K
    MURUI, T
    [J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1995, 59 (06) : 1142 - 1143
  • [10] Glycosynthases: Mutant glycosidases for oligosaccharide synthesis
    Mackenzie, LF
    Wang, QP
    Warren, RAJ
    Withers, SG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (22) : 5583 - 5584