Reliable synthesis of various nucleoside diphosphate glycopyranoses

Link:
Autor/in:
Erscheinungsjahr:
2009
Medientyp:
Text
Schlagworte:
  • Nucleosides
  • Nucleotides
  • Cap analogs
  • Oligonucleotides
  • DNA
  • Glycosylation
  • Nucleotide sugars
  • Sugar conjugates
  • Glycophosphotransferases
  • Nucleosides
  • Nucleotides
  • Cap analogs
  • Oligonucleotides
  • DNA
Beschreibung:
  • A reliable and high yielding synthetic pathway for the synthesis of the biologically highly important class of nucleoside diphosphate sugars (NDP-sugars) was developed by using various cycloSal-nucleotides 1. and 9 as active ester building blocks. The reaction with anomerically pure pyranosyl-1-phosphates 2 led to the target NDP-sugars 20-45 in a nucleophilic displacement reaction, which cleaves the cycloSal moiety in anomerically pure forms. As nucleosides cytidine, uridine, thymidine, adenosine, 2'-deoxy-guanosine and 2',3'-dideoxy-2',3'-didehydrothymidine were used while the phosphates of D-glucose, D-galactose, D-mannose, DNAc-glucosamine, D-NAc-galactosamine, D-fucose, L-fucose as well as 6-deoxy-D-gulose were introduced.
Lizenz:
  • info:eu-repo/semantics/closedAccess
Quellsystem:
Forschungsinformationssystem der UHH

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Quelldatensatz
oai:www.edit.fis.uni-hamburg.de:publications/8ca3b46e-ebbb-467c-bc78-97622120a1f2