Artificial nucleosides possessing metal binding sites at the 3′- and 5′-positions of the deoxyribose moieties

Jun ya Chiba; Kentaro Tanaka; Yukinori Ohshiro; Ryosuke Miyake; Shuichi Hiraoka; Motoo Shiro; Mitsuhiko Shionoya

doi:10.1021/jo026026l

Artificial nucleosides possessing metal binding sites at the 3′- and 5′-positions of the deoxyribose moieties

Jun ya Chiba, Kentaro Tanaka, Yukinori Ohshiro, Ryosuke Miyake, Shuichi Hiraoka, Motoo Shiro, Mitsuhiko Shionoya^*

^*この論文の責任著者

薬化学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

17 被引用数 (Scopus)

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This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3′,5′-hydroxy groups of natural 2′-deoxythymidine or 2′-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3′,5′-dithiothymidine, 1, with Au^I are also reported.

本文言語	英語
ページ（範囲）	331-338
ページ数	8
ジャーナル	Journal of Organic Chemistry
巻	68
号	2
DOI	https://doi.org/10.1021/jo026026l
出版ステータス	出版済み - 2003/01/24

ASJC Scopus 主題領域

有機化学

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10.1021/jo026026l

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title = "Artificial nucleosides possessing metal binding sites at the 3′- and 5′-positions of the deoxyribose moieties",

abstract = "This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3′,5′-hydroxy groups of natural 2′-deoxythymidine or 2′-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3′,5′-dithiothymidine, 1, with AuI are also reported.",

author = "Chiba, {Jun ya} and Kentaro Tanaka and Yukinori Ohshiro and Ryosuke Miyake and Shuichi Hiraoka and Motoo Shiro and Mitsuhiko Shionoya",

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T1 - Artificial nucleosides possessing metal binding sites at the 3′- and 5′-positions of the deoxyribose moieties

AU - Chiba, Jun ya

AU - Tanaka, Kentaro

AU - Ohshiro, Yukinori

AU - Miyake, Ryosuke

AU - Hiraoka, Shuichi

AU - Shiro, Motoo

AU - Shionoya, Mitsuhiko

PY - 2003/1/24

Y1 - 2003/1/24

N2 - This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3′,5′-hydroxy groups of natural 2′-deoxythymidine or 2′-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3′,5′-dithiothymidine, 1, with AuI are also reported.

AB - This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3′,5′-hydroxy groups of natural 2′-deoxythymidine or 2′-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3′,5′-dithiothymidine, 1, with AuI are also reported.

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U2 - 10.1021/jo026026l

DO - 10.1021/jo026026l

M3 - 学術論文

C2 - 12530857

AN - SCOPUS:0037462401

SN - 0022-3263

VL - 68

SP - 331

EP - 338

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 2

ER -

Artificial nucleosides possessing metal binding sites at the 3′- and 5′-positions of the deoxyribose moieties

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