有機金属化学的手法を用いた核酸合成

概要

論文の詳細を見る
A1lyl and allyloxycarbonyl (AOC) groups serve as excellent protectors for internucleotide linkage and nucleoside bases, respectively. Disclosed herein is the efficiency of this protection technique in (1) solution phase synthesis of nucleoside 3'- and 5'-monophosphates and (2) solid-phase synthesis of DNA oligomers. Diallyloxyphosphorylation of nucleoside hydroxyls followed by palladium(0)-catalyzed deallylation provides a new, general method for the preparation of the 3'- and 5'-monophosphates, which is advantageous over the existing method in its applicability to a wide range of nucleosides. Palladium chemistry coupled with the allylic protection method leads to the development of an efficient solid-phase synthesis of DNA oligomers via a phosphoramidite approach. Allyl groups on internucleotide linkages and AOC groups on amino moieties of nucleobases are removable all at once on the solid supports by exposure to a palladium(0) complex and nucleophiles. This procedure has been utilized for synthesis of a DNA 60mer of unprecedented high purity. In addition, this marks the realization of the first direct preparation of solid-anchored DNA oligomers. The solid-anchored DNA oligomers are unlimitedly applicable for biochemical, biomedical, and recombinant DNA research.
鈴鹿医療科学大学の論文
1995-03-31