First evaluation of acyloxymethyl or acylthiomethyl groups as biolabile 2'-O-protections of RNA.

Org Lett

Laboratoire de Chimie Organique Biomoléculaire de Synthèse, UMR 5625 CNRS-UMII, CC008, Université Montpellier II, Pl. Eugène Bataillon, 34095 Montpellier Cedex 05, France.

Published: August 2006

[reaction: see text] Short oligo-U sequences containing 2'-O-acyloxymethyl or acylthiomethyl groups as biolabile 2'-O-protections of RNA have been synthesized. These modified homouridylates are deprotected upon cellular esterase activation to release the parent RNA. They exhibit exceptional resistance to nuclease degradation, and the evaluation of their pairing properties shows that the 2'-acyloxymethyl groups do not prevent the duplex dsRNA formation. These biolabile 2'-modifications overcome the first hurdle to turn oligoribonucleotides into candidates for RNA interference drugs.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol0616182DOI Listing

Publication Analysis

Top Keywords

acylthiomethyl groups
8
groups biolabile
8
biolabile 2'-o-protections
8
2'-o-protections rna
8
evaluation acyloxymethyl
4
acyloxymethyl acylthiomethyl
4
rna
4
rna [reaction
4
[reaction text]
4
text] short
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!