WEKO3
アイテム
{"_buckets": {"deposit": "d5f77823-b67b-4408-9f8c-249a5458e3bf"}, "_deposit": {"created_by": 2, "id": "13631", "owners": [2], "pid": {"revision_id": 0, "type": "depid", "value": "13631"}, "status": "published"}, "_oai": {"id": "oai:nagasaki-u.repo.nii.ac.jp:00013631", "sets": ["74"]}, "author_link": ["49212", "49211", "49214", "49213"], "item_2_biblio_info_6": {"attribute_name": "書誌情報", "attribute_value_mlt": [{"bibliographicIssueDates": {"bibliographicIssueDate": "2011-07-01", "bibliographicIssueDateType": "Issued"}, "bibliographicIssueNumber": "7", "bibliographicPageEnd": "709", "bibliographicPageStart": "702", "bibliographicVolumeNumber": "3", "bibliographic_titles": [{"bibliographic_title": "Metallomics : integrated biometal science"}]}]}, "item_2_description_4": {"attribute_name": "抄録", "attribute_value_mlt": [{"subitem_description": "Because the seleno-l-cysteine (SeCys or Sec) insertion into selenoproteins occurs by a specific translational control process, it is quite difficult to express the SeCys-containing polypeptides even by the state-of-the-art genetic engineering techniques. In this paper, we describe a convenient synthetic method for the selective introduction of a SeCys derivative to polypeptides under physiological conditions. One SeCys residue in the seleno-l-cystine (SeCys-Se-Se-SeCys) methyl ester was first substituted with the Boc-protected penicillamine (Pen) methyl ester to form selenenylsulfide (SeCys-Se-S-Pen), an intermediate in the cellular glutathione peroxidase (GPx) catalytic cycle. Subsequently, the SeCys-Pen was coupled with the thiol-specific N-carboxymethylmaleimide through the α-amino group of the SeCys {[2-(N-maleimidyl)-1-oxo-ethyl-SeCys-methyl-Se-yl]-S-Pen methyl ester, MOE-SeCys-Pen}. The use of the MOE-SeCys-Pen allowed the selective introduction of the SeCys moiety to human serum albumin by alkylation of the thiol at its cysteine34, which generated the GPx-like activity responsible for the selenium atom in the MOE-SeCys-Pen. Consequently, this synthetic method will allow generating SeCys-containing artificial polypeptides with a GPx-like activity.", "subitem_description_type": "Abstract"}]}, "item_2_description_63": {"attribute_name": "引用", "attribute_value_mlt": [{"subitem_description": "Metallomics, 3(7), pp.702-709; 2011", "subitem_description_type": "Other"}]}, "item_2_publisher_33": {"attribute_name": "出版者", "attribute_value_mlt": [{"subitem_publisher": "The Royal Society of Chemistry"}]}, "item_2_relation_11": {"attribute_name": "PubMed番号", "attribute_value_mlt": [{"subitem_relation_type": "isVersionOf", "subitem_relation_type_id": {"subitem_relation_type_id_text": "21365111", "subitem_relation_type_select": "PMID"}}]}, "item_2_relation_12": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_type": "isVersionOf", "subitem_relation_type_id": {"subitem_relation_type_id_text": "10.1039/c1mt00001b", "subitem_relation_type_select": "DOI"}}]}, "item_2_rights_13": {"attribute_name": "権利", "attribute_value_mlt": [{"subitem_rights": "© 2011 The Royal Society of Chemistry."}]}, "item_2_source_id_10": {"attribute_name": "書誌レコードID", "attribute_value_mlt": [{"subitem_source_identifier": "AA12352565", "subitem_source_identifier_type": "NCID"}]}, "item_2_source_id_7": {"attribute_name": "ISSN", "attribute_value_mlt": [{"subitem_source_identifier": "17565901", "subitem_source_identifier_type": "ISSN"}]}, "item_2_source_id_8": {"attribute_name": "EISSN", "attribute_value_mlt": [{"subitem_source_identifier": "1756591X", "subitem_source_identifier_type": "ISSN"}]}, "item_2_version_type_16": {"attribute_name": "著者版フラグ", "attribute_value_mlt": [{"subitem_version_resource": "http://purl.org/coar/version/c_ab4af688f83e57aa", "subitem_version_type": "AM"}]}, "item_creator": {"attribute_name": "著者", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Haratake, Mamoru"}], "nameIdentifiers": [{"nameIdentifier": "49211", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Sakano, Tsunanori"}], "nameIdentifiers": [{"nameIdentifier": "49212", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Fuchigami, Takeshi"}], "nameIdentifiers": [{"nameIdentifier": "49213", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Nakayama, Morio"}], "nameIdentifiers": [{"nameIdentifier": "49214", "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": "2020-12-22"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "Metal3_702.pdf", "filesize": [{"value": "2.1 MB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_free", "mimetype": "application/pdf", "size": 2100000.0, "url": {"label": "Metal3_702.pdf", "url": "https://nagasaki-u.repo.nii.ac.jp/record/13631/files/Metal3_702.pdf"}, "version_id": "55d8e5f0-9c9a-4d00-87d5-ea0c72b17871"}]}, "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": "Thiol-targeted introduction of selenocysteine to polypeptides for synthesis of glutathione peroxidase mimics.", "item_titles": {"attribute_name": "タイトル", "attribute_value_mlt": [{"subitem_title": "Thiol-targeted introduction of selenocysteine to polypeptides for synthesis of glutathione peroxidase mimics."}]}, "item_type_id": "2", "owner": "2", "path": ["74"], "permalink_uri": "http://hdl.handle.net/10069/27420", "pubdate": {"attribute_name": "公開日", "attribute_value": "2012-08-01"}, "publish_date": "2012-08-01", "publish_status": "0", "recid": "13631", "relation": {}, "relation_version_is_last": true, "title": ["Thiol-targeted introduction of selenocysteine to polypeptides for synthesis of glutathione peroxidase mimics."], "weko_shared_id": -1}
Thiol-targeted introduction of selenocysteine to polypeptides for synthesis of glutathione peroxidase mimics.
http://hdl.handle.net/10069/27420
http://hdl.handle.net/10069/274207e6bdeb5-8d5d-463a-91a5-e9af95339d67
名前 / ファイル | ライセンス | アクション |
---|---|---|
Metal3_702.pdf (2.1 MB)
|
|
Item type | 学術雑誌論文 / Journal Article(1) | |||||
---|---|---|---|---|---|---|
公開日 | 2012-08-01 | |||||
タイトル | ||||||
タイトル | Thiol-targeted introduction of selenocysteine to polypeptides for synthesis of glutathione peroxidase mimics. | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Haratake, Mamoru
× Haratake, Mamoru× Sakano, Tsunanori× Fuchigami, Takeshi× Nakayama, Morio |
|||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Because the seleno-l-cysteine (SeCys or Sec) insertion into selenoproteins occurs by a specific translational control process, it is quite difficult to express the SeCys-containing polypeptides even by the state-of-the-art genetic engineering techniques. In this paper, we describe a convenient synthetic method for the selective introduction of a SeCys derivative to polypeptides under physiological conditions. One SeCys residue in the seleno-l-cystine (SeCys-Se-Se-SeCys) methyl ester was first substituted with the Boc-protected penicillamine (Pen) methyl ester to form selenenylsulfide (SeCys-Se-S-Pen), an intermediate in the cellular glutathione peroxidase (GPx) catalytic cycle. Subsequently, the SeCys-Pen was coupled with the thiol-specific N-carboxymethylmaleimide through the α-amino group of the SeCys {[2-(N-maleimidyl)-1-oxo-ethyl-SeCys-methyl-Se-yl]-S-Pen methyl ester, MOE-SeCys-Pen}. The use of the MOE-SeCys-Pen allowed the selective introduction of the SeCys moiety to human serum albumin by alkylation of the thiol at its cysteine34, which generated the GPx-like activity responsible for the selenium atom in the MOE-SeCys-Pen. Consequently, this synthetic method will allow generating SeCys-containing artificial polypeptides with a GPx-like activity. | |||||
書誌情報 |
Metallomics : integrated biometal science 巻 3, 号 7, p. 702-709, 発行日 2011-07-01 |
|||||
出版者 | ||||||
出版者 | The Royal Society of Chemistry | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 17565901 | |||||
EISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1756591X | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA12352565 | |||||
PubMed番号 | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | PMID | |||||
関連識別子 | 21365111 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1039/c1mt00001b | |||||
権利 | ||||||
権利情報 | © 2011 The Royal Society of Chemistry. | |||||
著者版フラグ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Metallomics, 3(7), pp.702-709; 2011 |