ChemInform Abstract: 2‐Aminopurine Derivatives with C6‐Substituted Olefin as Novel Crosslinking Agents and the Synthesis of the Corresponding β‐ Phosphoramidite Precursors.

Abstract

nucleic acidsnucleic acids U 0700 -2452-Aminopurine Derivatives with C6-Substituted Olefin as Novel Crosslinking Agents and the Synthesis of the Corresponding β-Phosphoramidite Precursors.-2'-Deoxynucleoside derivatives, such as (III) and (V), with 6-(2-substituted vinyl)-2-aminopurine are designed to diminish the reactivity of the vinyl group. They maintain reactivity toward potent nucleophiles such as Bu2NH and thiols, suggesting that they would form crosslinking with the target nucleobase due to the proximity within the senseantisense duplex. Thus, the corresponding β-phosphoramidite precursors, e.g. (IX), are prepared and applied to an automated oligonucleotide synthesizer. -(NAGATSUGI, F.; UEMURA, K.; NAKASHIMA, S.; MAEDA, M.; SASAKI, S.; Tetrahedron 53 (1997) 9, 3035-3044; Fac. Pharm. Sci., Kyushu Univ., Higashi, Fukuoka 812-82, Japan; EN)