Solid-Phase Synthesis of Oligo-ADP-Ribose

Abstract

Solid-phase methodology for synthesis of adenosine diphosphate ribose oligomers (ADPr-oligomers) of defined length is described using an advanced 2-ribosyl adenosine phosphoramidite building block that is prepared in solution via an expeditious and high-yielding method. The methodology is based on phosphitylation of a phosphomonoester as the key condensation step in the solid-phase protocol. As ADP-ribosylation appears to be an important yet poorly understood post-translational modification of proteins, the presented methodology for rapid synthesis of ADPr-fragments of exactly defined length should be of interest for researchers in the field of structural biology and cell biology. © 2016 by John Wiley & Sons, Inc.

Keywords: phosphorylation; poly(ADP-ribose); pyrophosphate; solid-phase synthesis.