About: Enzymatic synthesis of oligo-D-galactofuranosides and l-arabinofuranosides: from molecular dynamics to immunological assays     Goto   Sponge   NotDistinct   Permalink

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  • D-Galactofuranosyl-containing conjugates are ubiquitous in many pathogenic microorganisms, but completely absent from mammals. Based on the similarity between chemical structures, the arabinofuranosyl hydrolase Araf51 from Clostridium thermocellum was not only able to hydrolyze galactosyl derivatives, but was also really efficient in catalyzing oligomerisations using p-nitrophenyl furanosides as donors. The structures of the products obtained were determined using MS and NMR approaches. Amongst them, all the possible regioisomers of di-arabino and -galactofuranosides were synthesized. The galactofuranobioside displaying the biologically relevant sequence beta-D-Galf-(1,6)-beta-D-Galf was enzymatically prepared for the first time. All fractions going from di- to penta-arabino- and galactofuranosides were tested for their ability in eliciting the production of TNF-alpha. Interesting immunological properties were observed with arabinofuranosides as short as three sugar residues.
  • D-Galactofuranosyl-containing conjugates are ubiquitous in many pathogenic microorganisms, but completely absent from mammals. Based on the similarity between chemical structures, the arabinofuranosyl hydrolase Araf51 from Clostridium thermocellum was not only able to hydrolyze galactosyl derivatives, but was also really efficient in catalyzing oligomerisations using p-nitrophenyl furanosides as donors. The structures of the products obtained were determined using MS and NMR approaches. Amongst them, all the possible regioisomers of di-arabino and -galactofuranosides were synthesized. The galactofuranobioside displaying the biologically relevant sequence beta-D-Galf-(1,6)-beta-D-Galf was enzymatically prepared for the first time. All fractions going from di- to penta-arabino- and galactofuranosides were tested for their ability in eliciting the production of TNF-alpha. Interesting immunological properties were observed with arabinofuranosides as short as three sugar residues. (en)
Title
  • Enzymatic synthesis of oligo-D-galactofuranosides and l-arabinofuranosides: from molecular dynamics to immunological assays
  • Enzymatic synthesis of oligo-D-galactofuranosides and l-arabinofuranosides: from molecular dynamics to immunological assays (en)
skos:prefLabel
  • Enzymatic synthesis of oligo-D-galactofuranosides and l-arabinofuranosides: from molecular dynamics to immunological assays
  • Enzymatic synthesis of oligo-D-galactofuranosides and l-arabinofuranosides: from molecular dynamics to immunological assays (en)
skos:notation
  • RIV/68378050:_____/10:00349850!RIV11-AV0-68378050
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(MEB020824), Z(AV0Z50520514), Z(MSM6046137305)
http://linked.open...iv/cisloPeriodika
  • 8-9
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 257349
http://linked.open...ai/riv/idVysledku
  • RIV/68378050:_____/10:00349850
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • enzymatic synthesis; oligofuranosides; immune stimulation (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [6DFFFEAA8258]
http://linked.open...i/riv/nazevZdroje
  • Organic & Biomolecular Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 7
http://linked.open...iv/tvurceVysledku
  • Dvořáková, H.
  • Spiwok, V.
  • Filipp, Dominik
  • Králová, B.
  • Chlubnová, I.
  • Daniellou, R.
  • Ferrieres, V.
  • Nugier-Chauvin, C.
http://linked.open...ain/vavai/riv/wos
  • 000276786000016
http://linked.open...n/vavai/riv/zamer
issn
  • 1477-0520
number of pages
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