A convenient synthesis of nucleoside diphosphate glycopyranoses and other polyphosphorylated bioconjugates

被引:20
|
作者
Wolf, Saskia [1 ]
Zismann, Tanja [1 ]
Lunau, Nathalie [1 ]
Warnecke, Svenja [1 ]
Wendicke, Silke [1 ]
Meier, Chris [1 ]
机构
[1] Univ Hamburg, Inst Organ Chem, Dept Chem, Fac Sci, D-20146 Hamburg, Germany
关键词
sugar nucleotides NDP-sugars; nucleoside triphosphates; glycophosphotransferases; cycloSal-approach; bioconjugates; SUGAR NUCLEOTIDES; GDP-FUCOSE; CYCLOSAL-PRONUCLEOTIDES; CHEMICAL-SYNTHESIS; EFFICIENT SYNTHESIS; UDP-GLUCOSE; MONOPHOSPHATES; PHOSPHATES; DELIVERY; ESTERS;
D O I
10.1016/j.ejcb.2009.10.013
中图分类号
Q2 [细胞生物学];
学科分类号
071009 ; 090102 ;
摘要
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. (C) 2009 Elsevier GmbH. All rights reserved.
引用
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页码:63 / 75
页数:13
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