Glycosidases oligosaccharide synthesis

Oligosaccharide syntheses employing enzymatic reactions would in principle greatly benefit from being performed on a polymer support since the support might effectively facilitate isolation of the final product. Presumably, a water-soluble polymeric support will be preferable to any insoluble support since reaction rates could otherwise become too slow. Glycosidases as synthetic enzymes would be the best candidates to study this type of the enzymic approach to oligosaccharide synthesis. 

Pemsino, G., Cobucci-Ponzano, B., Rossi, M. and Moracci, M., Recent advances in the oligosaccharide synthesis promoted by catalytically engineered glycosidases. Adv. Synth. Catal.,... 

Singh, S. Scigelova, M. Crout, D. H. G., Glycosidase-catalysed synthesis of oligosaccharides A two-step synthesis of the core trisaccharide of N-hnked glycoproteins using the beta-N-acetylhexosaminidase and the beta-mannosidase from... 

Vic G, Scigelova M, Hastings JJ, Howarth OW, Crout DHG. Glycosidase-catalysed synthesis of oligosaccharides trisaccharides with the a-D-gal-(1 3)-D-gal terminus responsible for the hyperacute rejection response in cross-species transplant rejection 34. from pigs to man. Chem. Commun. 1996 12 1473-1474. 

Singh S, Packwood J, Samuel CJ, Critchley P, Crout DHG. Glycosidase-catalysed oligosaccharide synthesis preparation of W-acetylchitooligosaccharides using the P-A-acetylhexosamini-dase of Aspergillus oryzae. Carbohydr. Res. 1995 279 293-305. 

Mackenzie LE, Wang QP, Warren RAJ, Withers SG. Glycosyn-thases Mutant glycosidases for oligosaccharide synthesis. J. Am. Chem. Soc. 1998 120 5583-5584. 

Under conditions that favor reversal of their normal hydrolytic reaction, retaining glycosidases have been extensively used as catalysts in oligosaccharide synthesis [212-216],... 

Crout DHG, Vic G. Glycosidases and glycosyl transferases in glycoside and oligosaccharide synthesis. Curr Opin Chem Biol 1998 2 98-111. 

Vocadlo DJ, Withers SG. Glycosidase-catalyzed oligosaccharide synthesis. Carbohydr Chem Biol 2000 2 723-844. 

Bucke C (1996) Oligosaccharide synthesis using glycosidases. J Chem Technol Biotechnol... 

Yield of Glycosidase-Catalyzed Synthesis of Oligosaccharides. The yield of glycosidase-catalyzed synthesis depends on a number of parameters such as reaction time, temperature, organic solvent, and substrate concentration. 

Scheme 1. Protocol for glycosidase-based synthesis of oligosaccharide...

Many of the methods used to illustrate the diverse reaction conditions employed for glycosidase mediated oligosaccharide synthesis have little or incomplete characterisation. Yields are calculated in a range of ways from the limiting reagent... 

Singh, S., R. Gallagher, P. J. Derrick, and D. H. G. Crout. 1995. Glycosidase-catalyzed oligosaccharide synthesis Preparation of the A-acetylchito-oligosaccharides penta-A/-acetylchitopentaose and hexa-Al-acetylchitohexaose using the P-A-acetylhexosaminidase of Aspergillus oryzae. Tetrahedron Asymm. 6 2803-2810. 

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