Correlation between conformational feature in solution and chiral separation ability of linear and nonlinear amylose tris(alkylcarbamate)s

Kishimoto, Aika; Ryoki, Akiyuki; Kitamura, Shinichi; Terao, Ken

doi:https://doi.org/10.1016/j.polymer.2023.126303

アクセス数:56件（2024-05-01 07:44 集計）

固定URL: https://hdl.handle.net/11094/92489

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タイトル	Correlation between conformational feature in solution and chiral separation ability of linear and nonlinear amylose tris(alkylcarbamate)s
著者	著者名 Kishimoto, Aika
	NRID 1000070847102 1000070847102 著者名 Ryoki, Akiyuki
	NRID 1000060117869 1000060117869 著者名 Kitamura, Shinichi
	NRID 1000060334132 1000060334132 ORCID 0000-0001-7363-4491 0000-0001-7363-4491 researchmap permalink kenterao kenterao Scopus Author ID 7101653015 7101653015 著者名 Terao, Ken
内容	Kishimoto Aika, Ryoki Akiyuki, Kitamura Shinichi, et al. Correlation between conformational feature in solution and chiral separation ability of linear and nonlinear amylose tris(alkylcarbamate)s. Polymer 284, 126303 (2023).
抄録	Five immobilized-type chiral columns were prepared from linear, cyclic, and hyperbranched amylose tris(n-octadecylcarbamate) (ATODC) and amylose tris(n-butylcarbamate) (ATBC). A small amount of the linker site, 3-(triethoxysilyl)propylcarbamate, significantly reduced the chain dimensions of ATBC for which high chain stiffness is attained by intramolecular hydrogen bonding between butylcarbamate groups located on the neighboring glycosidic residue. This phenomenon was not found for ATODC, which is mainly stiffened by bulky side groups. While both columns have appreciable chiral recognition ability, number of separated racemates decreased with decreasing side group bulkiness. The bulkiness of the side groups thus plays a definite role in the chiral separation ability. Furthermore, chain linearity on the silica surface is an important factor for the chiral separation because no substantial chiral separation was found for the chiral columns consisting of cyclic ATODC and cyclic ATBC. The chiral column made of hyperbranched ATODC has an intermediate chiral separation ability between linear and cyclic ATODC, supporting this suggestion.
出版者	Elsevier BV
収録物名	Polymer
巻(号)	284(8)
ページ	126303
刊行年月	2023-10-06
言語	英語
ハンドルURL	https://hdl.handle.net/11094/92489
PISSN	00323861
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1016/j.polymer.2023.126303
アクセス権	embargoed access
権利情報	© 2023. This manuscript version is made available under the CC-BY-NC-ND 4.0 license
権利情報	The full-text file will be made open to the public on 6 October 2025 in accordance with the publisher's policy.
出版タイプ	Accepted Manuscript
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCMI資源タイプ	text
DCTERMS.bibliographicCitation	Polymer. 2023, 284(8), p. 126303
DC.title	Correlation between conformational feature in solution and chiral separation ability of linear and nonlinear amylose tris(alkylcarbamate)s
DC.creator	Kishimoto, Aika
	Ryoki, Akiyuki
	Kitamura, Shinichi
	Terao, Ken
DC.publisher	Elsevier BV
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2023-10-06
DC.identifier	https://doi.org/10.1016/j.polymer.2023.126303
DC.description	Kishimoto Aika, Ryoki Akiyuki, Kitamura Shinichi, et al. Correlation between conformational feature in solution and chiral separation ability of linear and nonlinear amylose tris(alkylcarbamate)s. Polymer 284, 126303 (2023).
DCTERMS.abstract	Five immobilized-type chiral columns were prepared from linear, cyclic, and hyperbranched amylose tris(n-octadecylcarbamate) (ATODC) and amylose tris(n-butylcarbamate) (ATBC). A small amount of the linker site, 3-(triethoxysilyl)propylcarbamate, significantly reduced the chain dimensions of ATBC for which high chain stiffness is attained by intramolecular hydrogen bonding between butylcarbamate groups located on the neighboring glycosidic residue. This phenomenon was not found for ATODC, which is mainly stiffened by bulky side groups. While both columns have appreciable chiral recognition ability, number of separated racemates decreased with decreasing side group bulkiness. The bulkiness of the side groups thus plays a definite role in the chiral separation ability. Furthermore, chain linearity on the silica surface is an important factor for the chiral separation because no substantial chiral separation was found for the chiral columns consisting of cyclic ATODC and cyclic ATBC. The chiral column made of hyperbranched ATODC has an intermediate chiral separation ability between linear and cyclic ATODC, supporting this suggestion.
DC.rights	© 2023. This manuscript version is made available under the CC-BY-NC-ND 4.0 license
DC.rights	The full-text file will be made open to the public on 6 October 2025 in accordance with the publisher's policy.
DC.format	application/pdf
citation_title	Correlation between conformational feature in solution and chiral separation ability of linear and nonlinear amylose tris(alkylcarbamate)s
citation_author	Kishimoto, Aika
	Ryoki, Akiyuki
	Kitamura, Shinichi
	Terao, Ken
citation_publisher	Elsevier BV
citation_language	英語
citation_date	2023-10-06
citation_journal_title	Polymer
citation_volume	284
citation_issue	8
citation_firstpage	126303
citation_doi	https://doi.org/10.1016/j.polymer.2023.126303
citation_public_url	https://hdl.handle.net/11094/92489

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