2′-O-Propargyl oligoribonucleotides: Synthesis and hybridisation

✍ Scribed by Morten Grøtli; Mark Douglas; Ramon Eritja; Brian S. Sproat

• Book ID: 104208574
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 850 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00271-3

✦ Synopsis

Fully modified oligonucleotide sequences containing 2'-O-propargylribonucleotides were synthesised on automated DNA-synthesisers using the phosphoramidite approach. A highly selective alkylation procedure was used to introduce the propargyl functionality, thereby enabling the synthesis of protected 2'-O-propargyl-3'-O-phosphoramidites, building blocks for the assembly of 2'-O-propargyl oligoribonucleotides. The suitability of phosphoramidite chemistry for the introduction of this modified nucleoside was proven using MALDI or ES mass spectrometry of the final oligomer. The 2'-O-propargyl oligoribonucleotides showed an increase in the Tm of duplexes with complementary RNA relative to the corresponding RNA homoduplex. These analogues should prove useful for a variety of antisense applications.