Robust synthesis of 2'-azido modified RNA from 2'-amino precursors by diazotransfer reaction.

ABSTRACT: Azides are versatile bioorthogonal reporter moieties that are commonly used for site-specific labeling and functionalization of RNA to probe its biology. The preparation of azido modified nucleic acids by solid-phase synthesis is problematic due to the inherent reactivity of P(III) species with azides according to the Staudinger reaction. Various strategies have been developed to bypass this limitation and are often time-consuming, low-yielding and labor-intensive. In particular, the synthesis of RNA with internal 2'-azido modifications is restricted to a single approach that employs P(V) chemistry instead of the widely used P(III) phosphoramidite chemistry. To fill this methodological gap, we present a novel convenient path toward 2'-azido RNA from readily accessible 2'-amino RNA through

SUBMITTER: Moreno S 

PROVIDER: S-EPMC9554934 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature