1065008-99-2Relevant academic research and scientific papers
Streptococcus pneumoniae endohexosaminidase D; Feasibility of using N-glycan oxazoline donors for synthetic glycosylation of a GlcNAc-asparagine acceptor
Parsons, Thomas B.,Patel, Mitul K.,Boraston, Alisdair B.,Vocadlo, David J.,Fairbanks, Antony J.
, p. 1861 - 1869 (2010)
Endohexosaminidase D, a family 85 glycoside hydrolase from S. pneumoniae and the first endohexosaminidase to be discovered, is found to be capable of catalysing the glycosylation of a glycosyl amino acid bearing a GlcNAc residue using a variety of N-glycan oxazoline donors. Although enzyme-catalysed oxazoline hydrolysis is a significant competing reaction that is not countered by the addition of organic co-solvents or variation of reaction pH, a high yielding synthetic process can be achieved by the sequential addition of multiple equivalents of oxazoline donor, demonstrating the synthetic potential of this enzyme as a biocatalyst for the synthesis of defined glycoconjugates. Notably Endo-D does not appear to hydrolyse the resulting products under the conditions used. The synthetic activity displayed by Endo D implies that other, as yet untested, family GH85 enzymes may display similar synthetic potential. Furthermore since Endo D is capable of cleaving N-glycans attached to monoclonal antibodies (mAbs), and also of cleaving glycans that are core-fucosylated, the development of Endo D as a useful biocatalyst for the synthesis of important defined homogeneous complex glycoconjugates may have significant future potential, provided that the limitation of direct oxazoline hydrolysis can be surmounted.
Endohexosaminidase-catalysed glycosylation with oxazoline donors: Fine tuning of catalytic efficiency and reversibility
Rising, Thomas W.D.F.,Heidecke, Christoph D.,Moir, James W.B.,Ling, Zhenlian,Fairbanks, Antony J.
body text, p. 6444 - 6464 (2009/07/09)
A complete series of oxazoline di-, tri-, tetra-, and hexasaccharides, corresponding to the core sections of N-linked glycoprotein high mannose glycans, together with the corresponding oligosaccharides containing a central glucose unit, were synthesised a
