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Selection of Planar Chiral Conformations between Pillar[5,6]arenes Induced by Amino Acid Derivatives in Aqueous Media
Chen, Yuan1; Fu, Lulu1; Sun, Baobao1; Qian, Cheng1; Pangannaya, Srikala1; Zhu, Hong1; Ma, Jing1; Jiang, Juli1; Ni, Zhigang2; Wang, Ruibing3; Lu, Xiancai4; Wang, Leyong1,5
2021-04-01
Source PublicationChemistry - A European Journal
ISSN0947-6539
Volume27Issue:19Pages:5890-5896
Abstract

Chiral α-amino acids play critical roles in the metabolic process in nearly all life forms. So far, chiral recognition of α-amino acids has mainly focused on the determination of l/d enantiomers. Herein, selection of planar chiral conformations between water-soluble pillar[5]arene WP5 and pillar[6]arene WP6 was observed due to α-side chain or ethyl ester moieties of l-α-amino acid ethyl ester hydrochlorides binding with WP5 and WP6, respectively. Therefore, α-side chain and ethyl ester moieties of l-α-amino acid ethyl ester hydrochlorides were recognized by observing the induced CD signal and its inversion. This is a rare example of being able to detect the chiral region around α-carbon of a chiral α-amino acid molecule.

KeywordAmino Acids Chiral Conformations Chiral Induction Chiral Inversion Pillararenes
DOI10.1002/chem.202004003
URLView the original
Indexed BySCIE
Language英語English
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000628882100001
Scopus ID2-s2.0-85102457590
Fulltext Access
Citation statistics
Cited Times [WOS]:13   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionDEPARTMENT OF PHARMACEUTICAL SCIENCES
Institute of Chinese Medical Sciences
THE STATE KEY LABORATORY OF QUALITY RESEARCH IN CHINESE MEDICINE (UNIVERSITY OF MACAU)
Corresponding AuthorJiang, Juli; Ni, Zhigang; Wang, Leyong
Affiliation1.Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu, Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China
2.College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 311121, China
3.State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, Macao
4.School of Earth Science and Engineering, Nanjing University, Nanjing, 210023, China
5.Advanced Materials Institute, Qilu University of Technology, (Shandong Academy of Sciences), Jinan, 250014, China
Recommended Citation
GB/T 7714
Chen, Yuan,Fu, Lulu,Sun, Baobao,et al. Selection of Planar Chiral Conformations between Pillar[5,6]arenes Induced by Amino Acid Derivatives in Aqueous Media[J]. Chemistry - A European Journal,2021,27(19):5890-5896.
APA Chen, Yuan,Fu, Lulu,Sun, Baobao,Qian, Cheng,Pangannaya, Srikala,Zhu, Hong,Ma, Jing,Jiang, Juli,Ni, Zhigang,Wang, Ruibing,Lu, Xiancai,&Wang, Leyong.(2021).Selection of Planar Chiral Conformations between Pillar[5,6]arenes Induced by Amino Acid Derivatives in Aqueous Media.Chemistry - A European Journal,27(19),5890-5896.
MLA Chen, Yuan,et al."Selection of Planar Chiral Conformations between Pillar[5,6]arenes Induced by Amino Acid Derivatives in Aqueous Media".Chemistry - A European Journal 27.19(2021):5890-5896.
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