{"created":"2023-05-15T16:29:22.439305+00:00","id":92,"links":{},"metadata":{"_buckets":{"deposit":"a070c4d0-d05c-4226-b02b-44895c92f07a"},"_deposit":{"created_by":2,"id":"92","owners":[2],"pid":{"revision_id":0,"type":"depid","value":"92"},"status":"published"},"_oai":{"id":"oai:nagasaki-u.repo.nii.ac.jp:00000092","sets":["10:11"]},"author_link":["478","473","474","476","475","477","472"],"item_2_biblio_info_6":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2020-09-15","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"35","bibliographicPageEnd":"10886","bibliographicPageStart":"10882","bibliographicVolumeNumber":"5","bibliographic_titles":[{"bibliographic_title":"ChemistrySelect"}]}]},"item_2_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"Various racemic α-trifluoromethyl α,α-disubstituted α-amino acids were synthesized by the reaction of methyl 3,3,3-trifluoropyruvate imines with Grignard reagents. The optical resolution of racemates using (R)-1,1’-bi-2-naphthol {(R)-BINOL} esters gave optically active α-trifluoromethylated α,α-disubstituted α-amino acids, such as α-trifluoromethylalanine (αCF3Ala), α-trifluoromethylleucine (αCF3Leu), \nand α-trifluoromethylphenylalanine (αCF3Phe). The optically active (R)- or (S)-αCF3Ala was incorporated into the L-Leu-based pentapeptides, and their preferred conformation in solution and in the crystal state was studied by Fourier transform infrared (FT-IR) absorption, nuclear \nOverhauser effect spectroscopy (NOESY) NMR, and circular dichroism (CD) spectra, as well as X-ray crystallographic analysis. Both L?Leu-based peptides with (R)- or (S)-αCF3Ala formed right-handed 310-helical structures. Both peptide-backbones at the N-terminal residues 1-3 were very similar, but the φ and ψ torsion angles of residues 4 and 5 between peptides with (R)- or (S)- αCF3Ala were different.","subitem_description_type":"Abstract"}]},"item_2_description_63":{"attribute_name":"引用","attribute_value_mlt":[{"subitem_description":"ChemistrySelect, 5(35), pp.10882-10886; 2020","subitem_description_type":"Other"}]},"item_2_publisher_33":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"Wiley-VCH GmbH"}]},"item_2_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isVersionOf","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1002/slct.202002888","subitem_relation_type_select":"DOI"}}]},"item_2_rights_13":{"attribute_name":"権利","attribute_value_mlt":[{"subitem_rights":"c 2020 Wiley-VCH GmbH. This is the peer reviewed version of the following article: ChemistrySelect, 5(35), pp.10882-10886; 2020 which has been published in final form at https://doi.org/10.1002/slct.202002888. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions."}]},"item_2_source_id_7":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"23656549","subitem_source_identifier_type":"ISSN"}]},"item_2_source_id_8":{"attribute_name":"EISSN","attribute_value_mlt":[{"subitem_source_identifier":"23656549","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":"Ueda, Atsushi"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Ikeda, Misuzu"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Kasae, Takuya"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Doi, Mitsunobu"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Demizu, Yosuke"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Oba, Makoto"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Tanaka, Masakazu"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2021-09-15"}],"displaytype":"detail","filename":"ChemSelect5_10882.pdf","filesize":[{"value":"776.6 kB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"ChemSelect5_10882.pdf","url":"https://nagasaki-u.repo.nii.ac.jp/record/92/files/ChemSelect5_10882.pdf"},"version_id":"fb38a728-0be4-46e7-aacd-97f0d24c240b"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"amino acid","subitem_subject_scheme":"Other"},{"subitem_subject":"conformation","subitem_subject_scheme":"Other"},{"subitem_subject":"helix","subitem_subject_scheme":"Other"},{"subitem_subject":"peptide","subitem_subject_scheme":"Other"},{"subitem_subject":"trifluoromethy","subitem_subject_scheme":"Other"}]},"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 of Chiral α-Trifluoromethyl α,α-Disubstituted α-Amino Acids and Conformational Analysis of L-Leu-Based Peptides with (R)- or (S)-α-Trifluoromethylalanine","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Synthesis of Chiral α-Trifluoromethyl α,α-Disubstituted α-Amino Acids and Conformational Analysis of L-Leu-Based Peptides with (R)- or (S)-α-Trifluoromethylalanine"}]},"item_type_id":"2","owner":"2","path":["11"],"pubdate":{"attribute_name":"公開日","attribute_value":"2020-12-16"},"publish_date":"2020-12-16","publish_status":"0","recid":"92","relation_version_is_last":true,"title":["Synthesis of Chiral α-Trifluoromethyl α,α-Disubstituted α-Amino Acids and Conformational Analysis of L-Leu-Based Peptides with (R)- or (S)-α-Trifluoromethylalanine"],"weko_creator_id":"2","weko_shared_id":2},"updated":"2023-05-15T22:59:09.166987+00:00"}