A convenient synthesis of nucleoside diphosphate glycopyranoses and other polyphosphorylated bioconjugates.
In this review, we summarize results obtained using a conceptionally new chemical synthesis of NDP-sugars based on cycloSaligenyl (cycloSal) nucleotides as starting material (cycloSal technique). The cycloSal technique not only leads to stereoisomerically defined NDP-sugars in high yield, but the same principle provides very efficient routes towards nucleoside di- and -triphosphates. Moreover, sugar-nucleotides such as CMP-Neu5Ac and dinucleoside polyphosphates are available. Thus, the method offers a nearly universal chemical access towards a large number of highly interesting bioconjugates and biomolecules.
Wolf
Saskia
S
Institute of Organic Chemistry, Department of Chemistry, Faculty of Sciences, University of Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany.
Zismann
Tanja
T
Lunau
Nathalie
N
Warnecke
Svenja
S
Wendicke
Silke
S
Meier
Chris
C
D001671:Biochemistry / Q000379:methods*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D009702:Nucleoside Diphosphate Sugars / Q000138:chemical synthesis* / Q000737:chemistry; D010766:Phosphorylation
D006001:Glycoconjugates; D009702:Nucleoside Diphosphate Sugars