WEKO3
アイテム
{"_buckets": {"deposit": "c73efb25-4d12-469b-84e2-dd718af45aab"}, "_deposit": {"id": "23847", "owners": [], "pid": {"revision_id": 0, "type": "depid", "value": "23847"}, "status": "published"}, "_oai": {"id": "oai:nagoya.repo.nii.ac.jp:00023847", "sets": ["1905"]}, "author_link": ["70768", "70769", "70770", "70771", "70772", "70773"], "item_10_biblio_info_6": {"attribute_name": "書誌情報", "attribute_value_mlt": [{"bibliographicIssueDates": {"bibliographicIssueDate": "2016-12-13", "bibliographicIssueDateType": "Issued"}, "bibliographicIssueNumber": "1", "bibliographicPageEnd": "36", "bibliographicPageStart": "25", "bibliographicVolumeNumber": "82", "bibliographic_titles": [{"bibliographic_title": "Journal of Organic Chemistry", "bibliographic_titleLang": "en"}]}]}, "item_10_description_4": {"attribute_name": "抄録", "attribute_value_mlt": [{"subitem_description": "Conformationally restricted nucleoside analogues 2′,4′-BNA/LNA-7-deazaguanine (LNA-7cG) and 2′,4′-BNA/LNA-8-aza-7-deazaguanine (LNA-8n7cG), which avoid extra hydrogen bond formation at the 7-position of the guanine nucleobase, were successfully synthesized and incorporated into oligonucleotides. While the LNA-7cG-containing oligonucleotides show high duplex-forming ability with complementary DNA and RNA similar to LNA-G, the LNA-8n7cG-containing oligonucleotide has lower binding affinity than that of natural 2′-deoxyguanosine. This disparity in thermostability is also observed in 7-deazaadenosine analogues (LNA-7cA, LNA-8n7cA). Thermodynamic parameters and computational chemistry revealed that an inappropriate glycosidic torsion angle χ of 2′,4′-BNA/LNA-8-aza-7-deazapurine analogues destabilizes duplex formation in contrast to 2′,4′-BNA/LNA-7-deazapurine analogues. This result indicates that the nucleobase rotation angle plays an important role in duplex binding affinity. In addition, LNA-7cG-modified oligonucleotide effectively suppresses aggregation even in a guanine-rich sequence.", "subitem_description_language": "en", "subitem_description_type": "Abstract"}]}, "item_10_identifier_60": {"attribute_name": "URI", "attribute_value_mlt": [{"subitem_identifier_type": "DOI", "subitem_identifier_uri": "http://doi.org/10.1021/acs.joc.6b02525"}, {"subitem_identifier_type": "HDL", "subitem_identifier_uri": "http://hdl.handle.net/2237/26026"}]}, "item_10_publisher_32": {"attribute_name": "出版者", "attribute_value_mlt": [{"subitem_publisher": "ACS Publications", "subitem_publisher_language": "en"}]}, "item_10_relation_11": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_type": "isVersionOf", "subitem_relation_type_id": {"subitem_relation_type_id_text": "https://doi.org/10.1021/acs.joc.6b02525", "subitem_relation_type_select": "DOI"}}]}, "item_10_rights_12": {"attribute_name": "権利", "attribute_value_mlt": [{"subitem_rights": "“This document is the Accepted Manuscript version of a Published Work that appeared in final form in [Journal of Organic Chemistry], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [\u003cbr/\u003ehttp://pubs.acs.org/articlesonrequest/AOR-ydEFrgSbiWvtaGvc398M].”", "subitem_rights_language": "en"}]}, "item_10_select_15": {"attribute_name": "著者版フラグ", "attribute_value_mlt": [{"subitem_select_item": "author"}]}, "item_10_source_id_7": {"attribute_name": "ISSN", "attribute_value_mlt": [{"subitem_source_identifier": "0022-3263", "subitem_source_identifier_type": "PISSN"}]}, "item_1615787544753": {"attribute_name": "出版タイプ", "attribute_value_mlt": [{"subitem_version_resource": "http://purl.org/coar/version/c_ab4af688f83e57aa", "subitem_version_type": "AM"}]}, "item_access_right": {"attribute_name": "アクセス権", "attribute_value_mlt": [{"subitem_access_right": "open access", "subitem_access_right_uri": "http://purl.org/coar/access_right/c_abf2"}]}, "item_creator": {"attribute_name": "著者", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Hara, Takashi", "creatorNameLang": "en"}], "nameIdentifiers": [{"nameIdentifier": "70768", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Kodama, Tetsuya", "creatorNameLang": "en"}], "nameIdentifiers": [{"nameIdentifier": "70769", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Takegaki, Yumi", "creatorNameLang": "en"}], "nameIdentifiers": [{"nameIdentifier": "70770", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Morihiro, Kunihiko", "creatorNameLang": "en"}], "nameIdentifiers": [{"nameIdentifier": "70771", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Ito, Ramon Kosuke", "creatorNameLang": "en"}], "nameIdentifiers": [{"nameIdentifier": "70772", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Obika, Satoshi", "creatorNameLang": "en"}], "nameIdentifiers": [{"nameIdentifier": "70773", "nameIdentifierScheme": "WEKO"}]}]}, "item_files": {"attribute_name": "ファイル情報", "attribute_type": "file", "attribute_value_mlt": [{"accessrole": "open_date", "date": [{"dateType": "Available", "dateValue": "2017-12-13"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "jo-2016-02525x_Revised_manuscript.pdf", "filesize": [{"value": "8.0 MB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_note", "mimetype": "application/pdf", "size": 8000000.0, "url": {"label": "jo-2016-02525x_Revised_manuscript.pdf ファイル公開:2017/12/13", "objectType": "fulltext", "url": "https://nagoya.repo.nii.ac.jp/record/23847/files/jo-2016-02525x_Revised_manuscript.pdf"}, "version_id": "531f05c9-3e83-48e1-b873-707b226a9366"}]}, "item_language": {"attribute_name": "言語", "attribute_value_mlt": [{"subitem_language": "eng"}]}, "item_resource_type": {"attribute_name": "資源タイプ", "attribute_value_mlt": [{"resourcetype": "journal article", "resourceuri": "http://purl.org/coar/resource_type/c_6501"}]}, "item_title": "Synthesis and Properties of 7-Deazapurine- and 8-Aza-7-deazapurine-Locked Nucleic Acid Analogues: Effect of the Glycosidic Torsion Angle", "item_titles": {"attribute_name": "タイトル", "attribute_value_mlt": [{"subitem_title": "Synthesis and Properties of 7-Deazapurine- and 8-Aza-7-deazapurine-Locked Nucleic Acid Analogues: Effect of the Glycosidic Torsion Angle", "subitem_title_language": "en"}]}, "item_type_id": "10", "owner": "1", "path": ["1905"], "permalink_uri": "http://hdl.handle.net/2237/26026", "pubdate": {"attribute_name": "PubDate", "attribute_value": "2017-04-18"}, "publish_date": "2017-04-18", "publish_status": "0", "recid": "23847", "relation": {}, "relation_version_is_last": true, "title": ["Synthesis and Properties of 7-Deazapurine- and 8-Aza-7-deazapurine-Locked Nucleic Acid Analogues: Effect of the Glycosidic Torsion Angle"], "weko_shared_id": -1}
Synthesis and Properties of 7-Deazapurine- and 8-Aza-7-deazapurine-Locked Nucleic Acid Analogues: Effect of the Glycosidic Torsion Angle
http://hdl.handle.net/2237/26026
http://hdl.handle.net/2237/2602619d81e47-f43b-428f-a7e4-12cfabf79e02
名前 / ファイル | ライセンス | アクション |
---|---|---|
jo-2016-02525x_Revised_manuscript.pdf ファイル公開:2017/12/13 (8.0 MB)
|
|
Item type | 学術雑誌論文 / Journal Article(1) | |||||
---|---|---|---|---|---|---|
公開日 | 2017-04-18 | |||||
タイトル | ||||||
タイトル | Synthesis and Properties of 7-Deazapurine- and 8-Aza-7-deazapurine-Locked Nucleic Acid Analogues: Effect of the Glycosidic Torsion Angle | |||||
言語 | en | |||||
著者 |
Hara, Takashi
× Hara, Takashi× Kodama, Tetsuya× Takegaki, Yumi× Morihiro, Kunihiko× Ito, Ramon Kosuke× Obika, Satoshi |
|||||
アクセス権 | ||||||
アクセス権 | open access | |||||
アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
権利 | ||||||
言語 | en | |||||
権利情報 | “This document is the Accepted Manuscript version of a Published Work that appeared in final form in [Journal of Organic Chemistry], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [<br/>http://pubs.acs.org/articlesonrequest/AOR-ydEFrgSbiWvtaGvc398M].” | |||||
抄録 | ||||||
内容記述 | Conformationally restricted nucleoside analogues 2′,4′-BNA/LNA-7-deazaguanine (LNA-7cG) and 2′,4′-BNA/LNA-8-aza-7-deazaguanine (LNA-8n7cG), which avoid extra hydrogen bond formation at the 7-position of the guanine nucleobase, were successfully synthesized and incorporated into oligonucleotides. While the LNA-7cG-containing oligonucleotides show high duplex-forming ability with complementary DNA and RNA similar to LNA-G, the LNA-8n7cG-containing oligonucleotide has lower binding affinity than that of natural 2′-deoxyguanosine. This disparity in thermostability is also observed in 7-deazaadenosine analogues (LNA-7cA, LNA-8n7cA). Thermodynamic parameters and computational chemistry revealed that an inappropriate glycosidic torsion angle χ of 2′,4′-BNA/LNA-8-aza-7-deazapurine analogues destabilizes duplex formation in contrast to 2′,4′-BNA/LNA-7-deazapurine analogues. This result indicates that the nucleobase rotation angle plays an important role in duplex binding affinity. In addition, LNA-7cG-modified oligonucleotide effectively suppresses aggregation even in a guanine-rich sequence. | |||||
言語 | en | |||||
内容記述タイプ | Abstract | |||||
出版者 | ||||||
言語 | en | |||||
出版者 | ACS Publications | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプresource | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1021/acs.joc.6b02525 | |||||
ISSN | ||||||
収録物識別子タイプ | PISSN | |||||
収録物識別子 | 0022-3263 | |||||
書誌情報 |
en : Journal of Organic Chemistry 巻 82, 号 1, p. 25-36, 発行日 2016-12-13 |
|||||
著者版フラグ | ||||||
値 | author | |||||
URI | ||||||
識別子 | http://doi.org/10.1021/acs.joc.6b02525 | |||||
識別子タイプ | DOI | |||||
URI | ||||||
識別子 | http://hdl.handle.net/2237/26026 | |||||
識別子タイプ | HDL |