Synthesis of Oligonucleotides Carrying Anchoring Groups and Their Use in the Preparation of Oligonucleotide–Gold Conjugates

✍ Scribed by Beatriz G. de la Torre; Juan Carlos Morales; Anna Aviñó; Daniela Iacopino; Andrea Ongaro; Donald Fitzmaurice; Deirdre Murphy; Hugh Doyle; Gareth Redmond; Ramon Eritja

• Publisher: John Wiley and Sons
• Year: 2002
• Tongue: German
• Weight: 194 KB
• Volume: 85
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/1522-2675(200209)85:9<2594::aid-hlca2594>3.0.co;2-r

✦ Synopsis

Dedicated to Prof. Dr. Wolfgang Pfleiderer on the occasion of his 75th birthday

Oligodeoxynucleotide conjugates 1 ± 15 carrying anchoring groups such as amino, thiol, pyrrole, and carboxy groups were prepared. A post-synthetic modification protocol was developed. In this method 2'-deoxy-O 4 -(p-nitrophenyl)uridine-3-phosphoramidite was prepared and incorporated in oligonucleotides. After assembly, the modified nucleoside was made to react with different amines carrying the anchoring groups. At the same time, protecting groups were removed to yield the desired oligonucleotide conjugates. In a second approach, amino, thiol, and carboxylic groups were introduced into the 3'-end of the oligonucleotides by preparing solid supports loaded with the appropriate amino acids. OligonucleotideÀgold conjugates were prepared and their binding properties were examined.