About: N-Acetylhexosamine triad in one molecule: Chemoenzymatic introduction of 2-acetamido-2-deoxy-B-D-galactopyranosyluronic acid residue into a complex oligosacharide     Goto   Sponge   NotDistinct   Permalink

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Description
  • A complex trisaccharide D-GalpNAcA-(1-4)D-GlpNAc-(1-4)-D-ManpNAc (3) was prepared in a good yield (35percent) in a transglycosylation reaction catalyzed by N-acetylhexosaminidase from Talaromyces flavus using p-nitrophenyl-2-acetamido-2-deoxy D-galacto-hexodialdo-1,5-pyranoside (1) as a donor followed by the in situ oxidation of the aldehyde functionality by NaClO2. The disacharide D-GlcpNAc-(1-4)-D-ManpNAc (2) was used as galactosyl acceptor. A disaccharide D-GalpNAcA-(1-4)-D-GlcpNAc (4, 39percent) originated as a by-product in the reaction. Oligosaccharides comprising a carboxy moiety at C-6 are shown to be very efficient ligands to natural killer cell activation receptors, particularly to human receptor CD69
  • A complex trisaccharide D-GalpNAcA-(1-4)D-GlpNAc-(1-4)-D-ManpNAc (3) was prepared in a good yield (35percent) in a transglycosylation reaction catalyzed by N-acetylhexosaminidase from Talaromyces flavus using p-nitrophenyl-2-acetamido-2-deoxy D-galacto-hexodialdo-1,5-pyranoside (1) as a donor followed by the in situ oxidation of the aldehyde functionality by NaClO2. The disacharide D-GlcpNAc-(1-4)-D-ManpNAc (2) was used as galactosyl acceptor. A disaccharide D-GalpNAcA-(1-4)-D-GlcpNAc (4, 39percent) originated as a by-product in the reaction. Oligosaccharides comprising a carboxy moiety at C-6 are shown to be very efficient ligands to natural killer cell activation receptors, particularly to human receptor CD69 (en)
  • V dobrém výtěžku (35procent) byl připraven komplexní trisacharid D-GalpNAcA-(1-4)D-GlcpNAc-(1-4)-D-ManpNAc (3) transglykosilační reakcí katalizovanou N-acetylhexosaminidasou z Talaromyces flavus za použití p-nitrophenyl-2-acetamido-2-deoxy-D-galacto-hexodialdo-1,5-pyranosidu (1) jako donoru, následovanou in situ oxidací aldehydické funkce NaClO2. Disacharid D-GlcpNAc-(1-4)-D-ManpNAc (2) byl použit jako glykosilační akceptor. Disacharid D-GalpNAcA-(1-4)-D-GlcpNAc (4, 39 procent) vznikal jako vedlejší produkt reakce. Bylo ukázáno, že oligosacharidy obsahující karboxylovou funkční skupinu na pozici C-6 jsou dobré ligandy aktivačních receptorů NK buněk, především receptoru CD69 (cs)
Title
  • N-Acetylhexosamine triad in one molecule: Chemoenzymatic introduction of 2-acetamido-2-deoxy-B-D-galactopyranosyluronic acid residue into a complex oligosacharide
  • N-Acetylhexosamine triad in one molecule: Chemoenzymatic introduction of 2-acetamido-2-deoxy-B-D-galactopyranosyluronic acid residue into a complex oligosacharide (en)
  • Trojice N-Acetylhexosaminů v jediné molekule: Chemoenzymatické zavádění 2-acetamido-2-deoxy-B-D-galactopyranosyluronové kyseliny do komplexního oligosacharidu (cs)
skos:prefLabel
  • N-Acetylhexosamine triad in one molecule: Chemoenzymatic introduction of 2-acetamido-2-deoxy-B-D-galactopyranosyluronic acid residue into a complex oligosacharide
  • N-Acetylhexosamine triad in one molecule: Chemoenzymatic introduction of 2-acetamido-2-deoxy-B-D-galactopyranosyluronic acid residue into a complex oligosacharide (en)
  • Trojice N-Acetylhexosaminů v jediné molekule: Chemoenzymatické zavádění 2-acetamido-2-deoxy-B-D-galactopyranosyluronové kyseliny do komplexního oligosacharidu (cs)
skos:notation
  • RIV/61388971:_____/08:00313718!RIV09-AV0-61388971
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(1M0505), P(GA203/05/0172), P(LC06010), P(OC 170), P(OC D25.002), Z(AV0Z50200510), Z(MSM0021620808)
http://linked.open...iv/cisloPeriodika
  • 2-4
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
  • 381437
http://linked.open...ai/riv/idVysledku
  • RIV/61388971:_____/08:00313718
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • talaromyces flavus; B-N-acetylhexosaminidase; galactopyranosiduronic acid (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • NL - Nizozemsko
http://linked.open...ontrolniKodProRIV
  • [4B0851A28204]
http://linked.open...i/riv/nazevZdroje
  • Journal of Molecular Catalysis B-Enzymatic
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
  • 50
http://linked.open...iv/tvurceVysledku
  • Bezouška, Karel
  • Bojarová, Pavla
  • Elling, L.
  • Křen, Vladimír
  • Křenek, Karel
  • Kuzma, Marek
  • Petrásková, Lucie
  • Namdjou, D.-J.
http://linked.open...ain/vavai/riv/wos
  • 000252487300004
http://linked.open...n/vavai/riv/zamer
issn
  • 1381-1177
number of pages
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