2013 Fiscal Year Final Research Report
Post-modification of triazole-linked analogues of DNA for positively charged variants
| Project/Area Number |
23550041
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Tohoku University |
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Principal Investigator |
FUJINO Tomoko 東北大学, 理学(系)研究科(研究院), 助教 (70463768)
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| Project Period (FY) |
2011 – 2013
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| Keywords | DNA / 人工核酸 / トリアゾリウム / トリアゾール / 酵素 |
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| Research Abstract |
One of the most common problems accompanied with non-phosphorus, electroneutral DNA analogues is the low solubility of the oligomers. Despite the chemical and biological stability benefitted from the absence of the negatively charged phosphate linkages, the electroneutral strand lacks electrostatic supports for the solubility. This solubility issue also arose, when we prepared long oligomers of TLDNA. Specifically, unique functions of TLDNA congeners such as lure substrates for reverse-transcriptase prompted us to explore further applications with longer oligomers, but the solubility problem became severer as the oligomers lengthened. We reported a concise post-modification method for the preparation of positively charged variants, TLDNA+. A one-step methylation of oligothymine TLDNA successfully afforded TLDNA+ with an improved solubility in high yield. The pentamer TLDNA+ formed a triple helix with natural oligoadenine DNA in addition to a mercury-mediated self-duplex.
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