- Solid-phase oligosaccharide and glycopeptide synthesis using glycosynthases
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Enzymatic approaches for the preparation of oligosaccharides are interesting alternatives to traditional chemical synthesis, the main advantage being the regio- and stereoselectivity offered without the need for protecting groups. The use of solid-phase techniques offers easy workup procedures and the prospect of automatability. Here, we report the first application of glycosynthases to solid-phase oligosaccharide synthesis by use of the 51 kDa serine and glycine mutants of Agrobacterium sp. β-glucosidase, Abg E358S and E358G. Acceptors were linked to PEGA resin through a backbone amide linker (BAL), and using these mutated enzymes, a galactose moiety was transferred from a donor sugar, α-D-galactosyl fluoride, with high efficiency (>90%) together with excellent recovery of material. Furthermore, it was demonstrated that a resin-bound model glycopeptide was also an acceptor for the glycosynthase.
- Tolborg, Jakob F.,Petersen, Lars,Jensen, Knud J.,Mayer, Christoph,Jakeman, David L.,Warren, R. Antony J.,Withers, Stephen G.
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- BEVERAGE DISPENSING EQUIPMENT
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Apparatus and methods for reducing biofouling in drink such as beer dispensing equipment are described.
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- Synthesis of polyanionic glycopolymers for the facile assembly of glycosyl arrays
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Polyanionic glycopolymers were synthesized aiming at establishing a simple process for assembling glycosyl arrays. The synthetic glycopolymers carry the key carbohydrate epitopes of α-d-galactobioside (Gb2), β-lactoside, and α-d-mannopyranoside
- Uzawa, Hirotaka,Ito, Hiroki,Izumi, Masayuki,Tokuhisa, Hideo,Taguchi, Kazuhiro,Minoura, Norihiko
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p. 5895 - 5905
(2007/10/03)
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- Design and Synthesis of C3-Symmetric LewisX Antigen
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(Matrix presented) C3-Symmetric glycoconjugates carrying three equivalent LewisX antigens or β-lactosides were synthesized from p-nitrophenyl glycosides and trimesic acid via regio- and stereocontrolled glycosylation reactions. An s
- Nishida, Yoshihiro,Tsurumi, Tomoaki,Sasaki, Kenji,Watanabe, Kenta,Dohi, Hirofumi,Kobayashi, Kazukiyo
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p. 3775 - 3778
(2007/10/03)
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- Sugar-modified cytostatics
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The invention relates to cytostatics which, by modification with sugar, are tumor-specific. Suitable spacers ensure serum stability and at the same time an intracellular action.
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- Syntheses and Transformations of Glycohydrolase Substrates into Protein Conjugates Based on Michael Additions
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The glycosyl chloride 1 and bromides 2 and 3 were stereospecifically transformed into p-nitrophenyl glycosides by phase transfer catalysis; these glycohydrolase substrates were reduced and N-acryloylated to afford Michael acceptors which reacted with amine functions of proteins.
- Roy, Rene,Tropper, Francois D.,Morrison, Tara,Boratynski, Janusz
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p. 536 - 538
(2007/10/02)
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