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https://hdl.handle.net/2440/13435
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dc.contributor.author | Hrmova, M. | - |
dc.contributor.author | Fincher, G. | - |
dc.contributor.author | Viladot, J.L. | - |
dc.contributor.author | Planas, A. | - |
dc.contributor.author | Driguez, H. | - |
dc.date.issued | 1998 | - |
dc.identifier.citation | Journal of the Chemical Society. Perkin transactions 1, 1998; 21(21):3571-3576 | - |
dc.identifier.issn | 0300-922X | - |
dc.identifier.issn | 1364-5463 | - |
dc.identifier.uri | http://hdl.handle.net/2440/13435 | - |
dc.description.abstract | A series of unsubstituted (1→3,1→4)-β-D-glucooligosaccharides, designed for subsite mapping in which the number of glucosyl-binding subsites and the subsite-binding/transition state activation affinities at individual subsites of plant and bacterial (1→3,1→4)-β-D-glucan 4-glucanohydrolases (EC 3.2.1.73) can be determined, has been synthesised through chemical and enzymic procedures. A recombinant (1→3,1→4)-β-D-glucan 4-glucanohydrolase from Bacillus licheniformis has been used in organic media to catalyse the condensation of 3-O-β-D-glucopyranosyl-β-D-glucopyranosyl fluoride (Glcβ3GlcβF, compound 1) with cellobiose (Glcβ4Glc, 2), cellotriose (Glcβ4Glcβ4Glc, 3), cellotetraose (Glcβ4Glcβ4Glcβ4Glc, 4) and cellopentaose (Glcβ4Glcβ4Glcβ4Glcβ4Glc, 5), to produce the (1→3,1→4)-β-D-glucooligosaccharides, Glcβ3Glcβ4Glcβ4Glc 6, Glcβ3Glcβ4Glcβ4Glcβ4Glc 7, Glcβ3Glcβ4Glcβ4Glcβ4Glcβ4Glc 8, Glcβ3Glcβ4Glcβ4Glcβ4Glcβ4Glcβ4Glc 9. Synthesised oligosaccharides 6–9 were isolated in yields of 15–45%, compared with compound 1. In a second series of syntheses, a cellodextrin phosphorylase (EC 2.4.1.49) from Clostridium thermocellum was used to sequentially transfer glucosyl residues from α-D-glucopyranosyl phosphate 10 to the 4-position of the non-reducing terminus of the trisaccharide Glcβ3Glcβ4Glc 11, to generate the (1→3,1→4)-β-D-glucooligosaccharides, Glcβ4Glcβ3Glcβ4Glc 12, Glcβ4Glcβ4Glcβ3Glcβ4Glc 13, Glcβ4Glcβ4Glcβ4Glcβ3Glcβ4Glc 14 in 14, 10 and 5% yield, respectively, from compound 11. | - |
dc.description.statementofresponsibility | Maria Hrmova, Geoffrey B. Fincher, Josep-Luis Viladot, Antoni Planas and Hugues Driguez | - |
dc.language.iso | en | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.rights | Copyright status unknown | - |
dc.source.uri | http://dx.doi.org/10.1039/a804711a | - |
dc.title | Chemoenzymic synthesis of (1→3,1→4)-β-D-glucooligosaccharides for subsite mapping of (1→3,1→4)-β-D-glucan endohydrolases | - |
dc.title.alternative | Chemoenzymic synthesis of (1->3,1->4)-beta-D-glucooligosaccharides for subsite mapping of (1->3,1->4)-beta-D-glucan endohydrolases | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1039/A804711A | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Hrmova, M. [0000-0002-3545-0605] | - |
Appears in Collections: | Agriculture, Food and Wine publications Aurora harvest 7 |
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