Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding

Akihiko Hatano; Seiji Makita; Masayuki Kirihara

doi:10.1016/j.bmcl.2004.03.015

Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding

Akihiko Hatano, Seiji Makita, Masayuki Kirihara

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

21 Citations (Scopus)

Abstract

A redox-active nucleobase analogue of a nucleotide was synthesized and incorporated into DNA using phosphoramidite chemistry. An analogue-containing oligonucleotide in the absence of a reducing reagent formed a stable duplex with a substantially higher melting temperature compared to that of a standard DNA duplex of the same length.

Original language	English
Pages (from-to)	2459-2462
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	10
DOIs	https://doi.org/10.1016/j.bmcl.2004.03.015
Publication status	Published - 2004 May 17
Externally published	Yes

Keywords

C-nucleotides
DNA
Disulfide base pair
Stable duplex

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2004.03.015

Cite this

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abstract = "A redox-active nucleobase analogue of a nucleotide was synthesized and incorporated into DNA using phosphoramidite chemistry. An analogue-containing oligonucleotide in the absence of a reducing reagent formed a stable duplex with a substantially higher melting temperature compared to that of a standard DNA duplex of the same length.",

keywords = "C-nucleotides, DNA, Disulfide base pair, Stable duplex",

author = "Akihiko Hatano and Seiji Makita and Masayuki Kirihara",

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T1 - Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding

AU - Hatano, Akihiko

AU - Makita, Seiji

AU - Kirihara, Masayuki

PY - 2004/5/17

Y1 - 2004/5/17

N2 - A redox-active nucleobase analogue of a nucleotide was synthesized and incorporated into DNA using phosphoramidite chemistry. An analogue-containing oligonucleotide in the absence of a reducing reagent formed a stable duplex with a substantially higher melting temperature compared to that of a standard DNA duplex of the same length.

AB - A redox-active nucleobase analogue of a nucleotide was synthesized and incorporated into DNA using phosphoramidite chemistry. An analogue-containing oligonucleotide in the absence of a reducing reagent formed a stable duplex with a substantially higher melting temperature compared to that of a standard DNA duplex of the same length.

KW - C-nucleotides

KW - DNA

KW - Disulfide base pair

KW - Stable duplex

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 10

ER -

Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding

Abstract

Keywords

ASJC Scopus subject areas

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