Post-modification of triazole-linked analogues of dna for positively charged variants

Tomoko Fujino; Yusuke Miyauchi; Nobuhide Tsunaka; Koudai Okada; Hiroyuki Isobe

doi:10.3987/COM-13-12697

Post-modification of triazole-linked analogues of dna for positively charged variants

Tomoko Fujino, Yusuke Miyauchi, Nobuhide Tsunaka, Koudai Okada, Hiroyuki Isobe

SCI - Chemistry

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

We report a concise post-modification method to convert an electroneutral triazole-linked DNA (TLDNA) to a positively charged triazolium-linked analogue, ^TLDNA+. A one-step methylation of oligothymine TLDNA successfully afforded ^TLDNA+ with a dramatic improvement in the solubility. The pentameric oligothymine ^TLDNA+ formed a stable triple helix with natural oligoadenine DNA as well as a mercury-mediated self-duplex.

Original language	English
Pages (from-to)	1023-1028
Number of pages	6
Journal	Heterocycles
Volume	87
Issue number	5
DOIs	https://doi.org/10.3987/COM-13-12697
Publication status	Published - 2013

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "We report a concise post-modification method to convert an electroneutral triazole-linked DNA (TLDNA) to a positively charged triazolium-linked analogue, TLDNA+. A one-step methylation of oligothymine TLDNA successfully afforded TLDNA+ with a dramatic improvement in the solubility. The pentameric oligothymine TLDNA+ formed a stable triple helix with natural oligoadenine DNA as well as a mercury-mediated self-duplex.",

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AU - Fujino, Tomoko

AU - Miyauchi, Yusuke

AU - Tsunaka, Nobuhide

AU - Okada, Koudai

AU - Isobe, Hiroyuki

PY - 2013

Y1 - 2013

N2 - We report a concise post-modification method to convert an electroneutral triazole-linked DNA (TLDNA) to a positively charged triazolium-linked analogue, TLDNA+. A one-step methylation of oligothymine TLDNA successfully afforded TLDNA+ with a dramatic improvement in the solubility. The pentameric oligothymine TLDNA+ formed a stable triple helix with natural oligoadenine DNA as well as a mercury-mediated self-duplex.

AB - We report a concise post-modification method to convert an electroneutral triazole-linked DNA (TLDNA) to a positively charged triazolium-linked analogue, TLDNA+. A one-step methylation of oligothymine TLDNA successfully afforded TLDNA+ with a dramatic improvement in the solubility. The pentameric oligothymine TLDNA+ formed a stable triple helix with natural oligoadenine DNA as well as a mercury-mediated self-duplex.

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IS - 5

ER -

Post-modification of triazole-linked analogues of dna for positively charged variants

Abstract

ASJC Scopus subject areas

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