Automated RNA-Synthesis with Photocleavable Sugar and Nucleobase Protecting Groups

Alfred Stutz; Stefan Pitsch

doi:10.1055/s-1999-3098

Synlett 1999; 1999(S1): 930-934
DOI: 10.1055/s-1999-3098

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Automated RNA-Synthesis with Photocleavable Sugar and Nucleobase Protecting Groups

Alfred Stutz^* , Stefan Pitsch

^*Organisch-Chemisches Laboratorium der Eidgenössischen Technischen Hochschule, Universitätstrasse 16, CH-8092 Zürich, Switzerland; Fax +41(1)6 32 11 36

Abstract

als PDF herunterladen Alle Artikel dieser Rubrik

A new synthetic method for the N-alkyloxycarbonylation of adenine and guanine nucleosides was developed and used for the preparation of RNA-phosphoramidites carrying photolabile sugar and nucleobase protecting groups. From these building blocks, a heptameric oligoribonucleotide was prepared by automated synthesis, followed by detachment from the solid support and photolytic deprotection under mild conditions. The presented strategy allows a simple preparation of 3′-O-aminoacylated RNA-sequences.

phosphoramidites - base-protecting groups - RNA-synthesis - photolabile protection - aminoacylation

PDF (96 kb)