Nucleosides and Nucleotides. 218. Alternate-Strand Triple-Helix Formation by the 3'-3'-Linked Oligodeoxynucleotides Using a Purine Motif

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• 作者：Shuichi Hoshika ; Yoshihito Ueno ; and Akira Matsuda
• 刊名：Bioconjugate Chemistry
• 出版年：2003
• 出版时间：May 2003
• 年：2003
• 卷：14
• 期：3
• 页码：607 - 613
• 全文大小：153K
• 年卷期：v.14,no.3(May 2003)
• ISSN：1520-4812

文摘

In this paper, we describe the synthesis of the 3'-3'-linked TFOs that can form the antiparallel triplexeswith the duplex DNA target by reverse Hoogsteen hydrogen bonds. Stability of the alternate-strandtriplexes between these TFOs and the target DNAs was investigated using the electrophoretic mobilityshift assay (EMSA). It was found that the alternate-strand triplexes were significantly stabilized bylinking the TFO fragments with the pentaerythritol linker. And, unlike the alternate-strand triplexescomposed of the pyrimidine motif, the terminal ammonium ion of the aminobutyl-linker and theintercalator of the TFOs did not contribute to the stability of the alternate-strand triplex comprisedof the purine motif. We also tested the ability of the 3'-3'-linked TFOs to inhibit cleavage of the duplexDNA target 17 by the restriction enzyme EcoT14I and found that the 3'-3'-linked TFOs 12 and 13inhibited the cleavage by the enzyme more effectively than the unlinked decamer 8. Thus, the TFOslinked with pentaerythritol may be useful as the antigene oligonucleotide to the DNA targets, whichhave alternating oligopyrimidine-oligopurine sequences.