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J Org Chem. 2012 Nov 16;77(22):10450-4. doi: 10.1021/jo301923p. Epub 2012 Nov 1.

Synthesis and stability of phosphate modified ATP analogues.

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  • 1Department of Chemistry and Konstanz Research School of Chemical Biology, Universit√§t Konstanz, Universit√§tsstrasse 10, 78457 Konstanz, Germany.

Abstract

Nucleotides modified at the phosphate have numerous applications. Nevertheless, the number of attachment modes is limited and little is known about their stability. Here, we present results on the elaboration of the synthesis of five classes of ATP analogues and studies concerning their stability. We show that the nitrogen-linked ATP analogue is less stable, whereas the oxygen- and novel carbon-linked adenosine tri- and tetraphosphate analogues are stable from pH 3 to 12 rendering them interesting for further applications and designs.

PMID:
23088633
[PubMed - indexed for MEDLINE]
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