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Org Lett. 2011 Jun 3;13(11):2920-3. doi: 10.1021/ol200971z. Epub 2011 May 11.

Ribosylation of adenosine: an orthogonally protected building block for the synthesis of ADP-ribosyl oligomers.

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1
Leiden Institute of Chemistry, Leiden University, Leiden, The Netherlands.

Abstract

A method to ribosylate adenosine on the 2' hydroxyl function in an α-selective fashion and in good yield is presented. Protective groups chosen for the acceptor and donor used in this glycosylation not only direct α-selectivity but also allow the construction of a fully orthogonally protected building block for the future assembly of oligo-ADP-ribosylated peptides and proteins.

PMID:
21561136
DOI:
10.1021/ol200971z
[Indexed for MEDLINE]
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