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ORIGINAL ARTICLE

Preparation of a glycosynthase from the β-glycosidase of the Archaeon Pyrococcus horikoshii

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Pages 23-29 | Received 12 May 2005, Published online: 11 Jul 2009

References

  • Akiba T, Nishio M, Matsui I, Harata K. X-ray structure of a membrane-bound beta-glycosidase from the hyperthermophilic archaeon Pyrococcus horikoshii. Proteins 2004; 57: 422–431
  • Bradford MM. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 1976; 72: 248–254
  • Chiffoleau-Giraud V, Spangenberg P, Dion M, Rabiller C. Transferase activity of a β-Glycosidase from Thermus thermophilus: specificities and limits- application to the Synthesis of β-(1→3)-Disaccharides. Eur J Org Chem 1999; 4: 757–763
  • Ciucanu I, Kerek F. A simple and rapid method for the permethylation of carbohydrates. Carbohydr Res 1984; 131: 209–217
  • Corsaro MM, Evidente A, Lanzetta R, Lavermicocca P, Molinaro A. Structural determination of the phytotoxic mannan exopolysaccharide from Pseudomonas syringae pv. ciccaronei. Carbohydr Res 2001; 330: 271–277
  • Faijes M, Imai T, Bulone V, Planas A. In vitro synthesis of a crystalline (1-- > 3,1-- > 4)-beta-D-glucan by a mutated (1-- > 3,1-- > 4)-beta-D-glucanase from Bacillus. Biochem J 2004; 380: 635–641
  • Higgins D, Thompson J, Gibson T, Thompson JD, Higgins DG, Gibson TJ. CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice. Nucleic Acids Res 1994; 22: 4673–4680
  • Hrmova M, Imai T, Rutten SJ, Fairweather JK, Pelosi L, Bulone V, Driguez H, Fincher GB. Mutated barley (1,3)-beta-D-glucan endohydrolases synthesize crystalline (1,3)-beta-D-glucans. J Biol Chem 2002; 277: 30102–30111
  • Jahn M, Stoll D, Warren RA, Szabo L, Singh P, Gilbert HJ, Ducros VM, Davies GJ, Withers SG. Expansion of the glycosynthase repertoire to produce defined manno-oligosaccharides. Chem Commun (Camb) 2003; 12: 1327–1329
  • Jenkins J, Lo Leggio L, Harris G, Pickersgill R. Beta-glucosidase, beta-galactosidase, family A cellulases, family F xylanases and two barley glycanases form a superfamily of enzymes with 8-fold beta/alpha architecture and with two conserved glutamates near the carboxy-terminal ends of beta-strands four and seven. FEBS Lett 1995; 362: 281–285
  • Koshland DE, Jr. Stereochemistry and the mechanism of enzymatic reactions. Biol Rev 1953; 28: 416–436
  • Leatherbarrow, RJ. 1992. GraFit version 3.0, Erithacus Software Ltd, Staines, U.K
  • Ly HD, Withers SG. Mutagenesis of glycosidases Ann Rev Biochem 1999; 68: 487–522
  • Mackenzie LF, Wang QP, Warren RAJ, Withers SG. Glycosynthases: Mutant glycosidases for oligosaccharide synthesis. J Am Che Soc 1998; 120: 5583–5584
  • Matsui I, Sakai Y, Matsui E, Kikuchi H, Kawarabayasi Y, Honda K. Novel substrate specificity of a membrane-bound beta-glycosidase from the hyperthermophilic archaeon Pyrococcus horikoshii. FEBS Lett 2000; 467: 195–200
  • Mayer C, Zechel DL, Reid SP, Warren RA, Withers SG. The E358S mutant of Agrobacterium sp. beta-glucosidase is a greatly improved glycosynthase. FEBS Lett 2000; 466: 40–44
  • Mayer C, Jakeman DL, Mah M, Karjala G, Gal L, Warren RA, Withers SG. Directed evolution of new glycosynthases from Agrobacterium beta-glucosidase: a general screen to detect enzymes for oligosaccharide synthesis. Chem Biol 2001; 8: 437–443
  • Moracci M, Trincone A, Perugino G, Ciaramella M, Rossi M. Restoration of the activity of active-site mutants of the hyperthermophilic beta-glycosidase from Sulfolobus solfataricus: dependence of the mechanism on the action of external nucleophiles Biochemistry. 1998; 37: 17262–17270
  • Perugino G, Trincone A, Giordano A, van der Oost J, Kaper T, Rossi M, Moracci M. Activity of hyperthermophilic glycosynthases is significantly enhanced at acidic pH. Biochemistry 2003; 42: 8484–8493
  • Perugino G, Trincone A, Rossi M, Moracci M. Oligosaccharide synthesis by glycosynthases. Trends Biotechnol 2004; 1: 31–37
  • Staedtler P, Hoenig S, Frank R, Withers SG, Hengstenberg W. Identification of the active-site nucleophile in 6-phospho-beta-galactosidase from Staphylococcus aureus by labelling with synthetic inhibitors. Eur J Biochem 1995; 232: 658–663
  • Trincone A, Perugino G, Rossi M, Moracci M. A novel thermophilic glycosynthase that effects branching glycosylation. Bioorg Med Chem Lett 2000; 10: 365–368
  • Trincone A, Giordano A, Perugino G, Rossi M, Moracci M. Glycosynthase-catalysed syntheses at pH below neutrality. Bioorg Med Chem Lett 2003; 13: 4039–4042
  • Trincone A, Giordano A, Perugino G, Rossi M, Moracci M. Highly productive autocondensation and transglycosylation reactions using Sulfolobus solfataricus glycosynthase. Chem Biochem. 2005; 6: 1431–1437
  • Viladot JL, Canals F, Batllori X, Planas A. Long-lived glycosyl-enzyme intermediate mimic produced by formate re-activation of a mutant endoglucanase lacking its catalytic nucleophile. Biochem J. 2001; 355: 79–86
  • Zechel DL, Withers SG. Glycosidase mechanisms: anatomy of a finely tuned catalyst. Acc Chem Res 2000; 1: 11–18
  • Zechel DL, Withers SG. Dissection of nucleophilic and acid-base catalysis in glycosidases. Curr Opin Chem Biol 2001; 6: 643–649

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