Synthesis of 6-amino-2-vinylpurine derivatives for cross-linking and evaluation of the reactivity

Shuhei Kusano; Tomoya Sakuraba; Shinya Hagihara; Fumi Nagatsugi

doi:10.1016/j.bmcl.2012.08.122

Synthesis of 6-amino-2-vinylpurine derivatives for cross-linking and evaluation of the reactivity

Shuhei Kusano, Tomoya Sakuraba, Shinya Hagihara, Fumi Nagatsugi

多元物質科学研究所・有機・生命科学研究部門

研究成果: Article › 査読

3 被引用数 (Scopus)

抄録

Oligodeoxynucleotides (ODNs) have been widely used for inhibiting the gene expression in antisense or antigene methods, and the interstrand cross-linking (ICL) forming ODNs have been expected to ensure the inhibition by these methods. Previously, we reported a highly efficient and selective ICL reaction toward cytosine using the 2-amino-6-vinylpurine derivative under acidic conditions. In this Letter, we report the synthesis of ODN containing 6-amino-2-vinylpurine derivatives and evaluation of the cross-linking reactivity.

本文言語	English
ページ（範囲）	6957-6961
ページ数	5
ジャーナル	Bioorganic and Medicinal Chemistry Letters
巻	22
号	22
DOI	https://doi.org/10.1016/j.bmcl.2012.08.122
出版ステータス	Published - 2012 11月 15

ASJC Scopus subject areas

生化学
分子医療
分子生物学
薬科学
創薬
臨床生化学
有機化学

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title = "Synthesis of 6-amino-2-vinylpurine derivatives for cross-linking and evaluation of the reactivity",

abstract = "Oligodeoxynucleotides (ODNs) have been widely used for inhibiting the gene expression in antisense or antigene methods, and the interstrand cross-linking (ICL) forming ODNs have been expected to ensure the inhibition by these methods. Previously, we reported a highly efficient and selective ICL reaction toward cytosine using the 2-amino-6-vinylpurine derivative under acidic conditions. In this Letter, we report the synthesis of ODN containing 6-amino-2-vinylpurine derivatives and evaluation of the cross-linking reactivity.",

keywords = "Antisense, Cross-linking, Oligonucleotides, Purine derivatives, miRNA",

author = "Shuhei Kusano and Tomoya Sakuraba and Shinya Hagihara and Fumi Nagatsugi",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (B) and (S) from Japan Society for the Promotion of Science (JSPS), CREST from Japan Science and Technology Agency. ",

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AU - Kusano, Shuhei

AU - Sakuraba, Tomoya

AU - Hagihara, Shinya

AU - Nagatsugi, Fumi

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (B) and (S) from Japan Society for the Promotion of Science (JSPS), CREST from Japan Science and Technology Agency.

PY - 2012/11/15

Y1 - 2012/11/15

N2 - Oligodeoxynucleotides (ODNs) have been widely used for inhibiting the gene expression in antisense or antigene methods, and the interstrand cross-linking (ICL) forming ODNs have been expected to ensure the inhibition by these methods. Previously, we reported a highly efficient and selective ICL reaction toward cytosine using the 2-amino-6-vinylpurine derivative under acidic conditions. In this Letter, we report the synthesis of ODN containing 6-amino-2-vinylpurine derivatives and evaluation of the cross-linking reactivity.

AB - Oligodeoxynucleotides (ODNs) have been widely used for inhibiting the gene expression in antisense or antigene methods, and the interstrand cross-linking (ICL) forming ODNs have been expected to ensure the inhibition by these methods. Previously, we reported a highly efficient and selective ICL reaction toward cytosine using the 2-amino-6-vinylpurine derivative under acidic conditions. In this Letter, we report the synthesis of ODN containing 6-amino-2-vinylpurine derivatives and evaluation of the cross-linking reactivity.

KW - Antisense

KW - Cross-linking

KW - Oligonucleotides

KW - Purine derivatives

KW - miRNA

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JO - Bioorganic and Medicinal Chemistry Letters

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Synthesis of 6-amino-2-vinylpurine derivatives for cross-linking and evaluation of the reactivity

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