2-(4-Tolylsulfonyl)ethoxymethyl (TEM)-a new 2'-OH protecting group for solid-supported RNA synthesis
2007 (English)In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 5, no 2, 333-343 p.Article in journal (Refereed) Published
The 2-(4-tolylsulfonyl) ethoxymethyl (TEM) as a new 2'-OH protecting group is reported for solid-supported RNA synthesis using phosphoramidite chemistry. The usefulness of the 2'-O-TEM group is exemplified by the synthesis of 12 different oligo-RNAs of various sizes ( 14 - 38 nucleotides long). The stepwise coupling yield varied from 97 - 99% with an optimized coupling time of 120 s. The synthesis of all four pure phosphoramidite building blocks is also described. Two new reliable parameters, delta(C2') - delta(C3') and delta(H2') - delta(H3'), have been suggested for the characterization of isomeric 2'-O-TEM and 3'-O-TEM as well as other isomeric mono 2'/3'-protected ribonucleoside derivatives. The most striking feature of this strategy is that the crude RNA prepared using our 2'-O-TEM strategy is sufficiently pure (> 90%) for molecular biology research without any additional purification step, thereby making oligo-RNAs easily available at a relatively low cost, saving both time and lab resources.
Place, publisher, year, edition, pages
2007. Vol. 5, no 2, 333-343 p.
Biochemistry and Molecular Biology
IdentifiersURN: urn:nbn:se:uu:diva-22696DOI: 10.1039/b614210aISI: 000243269300019PubMedID: 17205178OAI: oai:DiVA.org:uu-22696DiVA: diva2:50469