Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate)

Ryoki, Akiyuki; Kimura, Yuto; Kitamura, Shinichi; Maeda, Katsuhiro; Terao, Ken

doi:https://doi.org/10.1016/j.chroma.2019.04.019

Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate)

Ryoki, Akiyuki; Kimura, Yuto; Kitamura, Shinichi et al.

Journal of Chromatography A, 2019, 1599, 144-151

アクセス数:426件（2025-10-25 14:04 集計）

固定URL: https://hdl.handle.net/11094/81797

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タイトル	Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate)
著者	NRID 1000070847102 1000070847102 著者名 Ryoki, Akiyuki
	著者名 Kimura, Yuto
	NRID 1000060117869 1000060117869 著者名 Kitamura, Shinichi
	NRID 1000090303669 1000090303669 著者名 Maeda, Katsuhiro
	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
キーワード等	Chiral HPLC
	Chiral stationary phase
	Linear amylose
	Cyclic amylose
	Immobilization
内容	The full-text file will be made open to the public on 16 August 2021 in accordance with the publisher's policy.
内容	Akiyuki Ryoki, Yuto Kimura, Shinichi Kitamura, Katsuhiro Maeda, Ken Terao. Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate). Journal of Chromatography A, 1599, 2019, pp. 144-151. https://doi.org/10.1016/j.chroma.2019.04.019.
抄録	Coated-type chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) were prepared from three cyclic amylose tris(3,5-dimethylphenylcarbamate) (cADMPC) samples, of which weight-average molar mass (Mw) ranges from 19 to 91 kg mol⁻¹, and from three linear ADMPC samples ranging in Mw from 25 to 90 kg mol⁻¹. CSPs made of cADMPC showed appreciably different chiral separation ability comparing with those for ADMPC with a mixed eluent of n-hexane and 2-propanol. Local conformation plays an important role for the chiral separation taking into account that the local helical structure of cADMPC in dilute solution is extended comparing with ADMPC. Immobilized-type CSPs were also prepared from enzymatically synthesized linear and cyclic amylose samples with 3-(triethoxysilyl)propylcarbamate linkers (ADMPCi and cADMPCi) of which Mw’s are in the range from 18 to 130 kg mol⁻¹. When we choose quite high linker contents, CSPs of cADMPCi were fairly close to those of ADMPCi. This suggests that local conformations of ADMPCi and cADMPCi are similar in the stationary phase since they are crosslinked to the other polymer chains with multiple points on the polymer chain.
出版者	Elsevier
収録物名	Journal of Chromatography A
巻(号)	1599
ページ	144-151
刊行年月	2019-08-16
言語	英語
ハンドルURL	https://hdl.handle.net/11094/81797
PISSN	00219673
eISSN	18733778
NCID	AA10985833
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1016/j.chroma.2019.04.019
関連情報 (isIdenticalTo)	PMID 31003715
アクセス権	open access
権利情報	© 2019 Elsevier B.V. This manuscript version is made available under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
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	Journal of Chromatography A. 2019, 1599, p. 144-151
DC.title	Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate)
DC.creator	Ryoki, Akiyuki
	Kimura, Yuto
	Kitamura, Shinichi
	Maeda, Katsuhiro
	Terao, Ken
DC.publisher	Elsevier
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2019-08-16
DC.identifier	https://doi.org/10.1016/j.chroma.2019.04.019
DC.subject	Chiral HPLC
	Chiral stationary phase
	Linear amylose
	Cyclic amylose
	Immobilization
DC.description	The full-text file will be made open to the public on 16 August 2021 in accordance with the publisher's policy.
DC.description	Akiyuki Ryoki, Yuto Kimura, Shinichi Kitamura, Katsuhiro Maeda, Ken Terao. Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate). Journal of Chromatography A, 1599, 2019, pp. 144-151. https://doi.org/10.1016/j.chroma.2019.04.019.
DCTERMS.abstract	Coated-type chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) were prepared from three cyclic amylose tris(3,5-dimethylphenylcarbamate) (cADMPC) samples, of which weight-average molar mass (Mw) ranges from 19 to 91 kg mol⁻¹, and from three linear ADMPC samples ranging in Mw from 25 to 90 kg mol⁻¹. CSPs made of cADMPC showed appreciably different chiral separation ability comparing with those for ADMPC with a mixed eluent of n-hexane and 2-propanol. Local conformation plays an important role for the chiral separation taking into account that the local helical structure of cADMPC in dilute solution is extended comparing with ADMPC. Immobilized-type CSPs were also prepared from enzymatically synthesized linear and cyclic amylose samples with 3-(triethoxysilyl)propylcarbamate linkers (ADMPCi and cADMPCi) of which Mw’s are in the range from 18 to 130 kg mol⁻¹. When we choose quite high linker contents, CSPs of cADMPCi were fairly close to those of ADMPCi. This suggests that local conformations of ADMPCi and cADMPCi are similar in the stationary phase since they are crosslinked to the other polymer chains with multiple points on the polymer chain.
DC.rights	© 2019 Elsevier B.V. This manuscript version is made available under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
DC.format	81797
citation_title	Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate)
citation_author	Ryoki, Akiyuki
	Kimura, Yuto
	Kitamura, Shinichi
	Maeda, Katsuhiro
	Terao, Ken
citation_publisher	Elsevier
citation_language	英語
citation_date	2019-08-16
citation_journal_title	Journal of Chromatography A
citation_volume	1599
citation_firstpage	144
citation_lastpage	151
citation_doi	https://doi.org/10.1016/j.chroma.2019.04.019
citation_pmid	31003715
citation_public_url	https://hdl.handle.net/11094/81797

Does local chain conformation affect the chiral recognition ability of an amylose derivative? Comparison between linear and cyclic amylose tris(3,5-dimethylphenylcarbamate)

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