Recognition of Chiral Carboxylates by Synthetic Receptors

被引:13
作者
Niedbala, Patryk [1 ]
Dabrowa, Kajetan [1 ]
Wasilek, Sylwia [1 ]
Jurczak, Janusz [1 ]
机构
[1] Polish Acad Sci PAS, Inst Organ Chem, PL-01224 Warsaw, Poland
来源
MOLECULES | 2021年 / 26卷 / 21期
关键词
supramolecular chemistry; anion recognition; chiral recognition; carboxylates; synthetic receptors; ENANTIOMERIC RECOGNITION; ANION RECOGNITION; SOLVATING AGENTS; AMINO-ACIDS; UREA GROUPS; THIOUREA; FLUORESCENT; BINOL; BIS(THIOUREA); CHEMOSENSOR;
D O I
10.3390/molecules26216417
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Recognition of anionic species plays a fundamental role in many essential chemical, biological, and environmental processes. Numerous monographs and review papers on molecular recognition of anions by synthetic receptors reflect the continuing and growing interest in this area of supramolecular chemistry. However, despite the enormous progress made over the last 20 years in the design of these molecules, the design of receptors for chiral anions is much less developed. Chiral recognition is one of the most subtle types of selectivity, and it requires very precise spatial organization of the receptor framework. At the same time, this phenomenon commonly occurs in many processes present in nature, often being their fundamental step. For these reasons, research directed toward understanding the chiral anion recognition phenomenon may lead to the identification of structural patterns that enable increasingly efficient receptor design. In this review, we present the recent progress made in the area of synthetic receptors for biologically relevant chiral carboxylates.
引用
收藏
页数:23
相关论文
共 61 条
[1]   Asymmetric Supramolecular Organocatalysis: A Complementary Upgrade to Organocatalysis [J].
Anebouselvy, Kengadarane ;
Shruthi, Kodambahalli S. ;
Ramachary, Dhevalapally B. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (37) :5460-5483
[2]   Synthesis of chiral ionic liquids from natural amino acids [J].
Bao, WL ;
Wang, ZM ;
Li, YX .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) :591-593
[3]   Isophthalamides and 2,6-dicarboxamidopyridines with pendant indole groups: a 'twisted' binding mode for selective fluoride recognition [J].
Bates, Gareth W. ;
Gale, Philip A. ;
Light, Mark E. .
CHEMICAL COMMUNICATIONS, 2007, (21) :2121-2123
[4]   Anion coordination chemistry using O-H groups [J].
Boer, Stephanie A. ;
Foyle, Emer M. ;
Thomas, Chriso M. ;
White, Nicholas G. .
CHEMICAL SOCIETY REVIEWS, 2019, 48 (09) :2596-2614
[5]   Anion recognition properties of pyridine-2,6-dicarboxamide and isophthalamide derivatives containing L-tryptophan moieties [J].
Caltagirone, Claudia ;
Bazzicalupi, Carla ;
Bencini, Andrea ;
Isaia, Francesco ;
Garau, Alessandra ;
Lippolis, Vito .
SUPRAMOLECULAR CHEMISTRY, 2012, 24 (02) :95-100
[6]   Chirality in peptide-based materials: From chirality effects to potential applications [J].
Chen, Zhonghui ;
Chi, Zhenguo ;
Sun, Yifeng ;
Lv, Ziyu .
CHIRALITY, 2021, 33 (10) :618-642
[7]   Chiral anion recognition by color change utilizing thiourea, azophenol, and glucopyranosyl groups [J].
Choi, Min Ki ;
Kim, Ha Na ;
Choi, Hee Jung ;
Yoon, Juyoung ;
Hyun, Myung Ho .
TETRAHEDRON LETTERS, 2008, 49 (29-30) :4522-4525
[8]   Engineering Light-Mediated Bistable Azobenzene Switches Bearing Urea D-Aminoglucose Units for Chiral Discrimination of Carboxylates [J].
Dabrowa, Kajetan ;
Niedbala, Patryk ;
Jurczak, Janusz .
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (09) :3576-3584
[9]   Supramolecular Organocatalysis in Water Mediated by Macrocyclic Compounds [J].
De Rosa, Margherita ;
La Manna, Pellegrino ;
Talotta, Carmen ;
Soriente, Annunziata ;
Gaeta, Carmine ;
Neri, Placido .
FRONTIERS IN CHEMISTRY, 2018, 6
[10]   Recognition of Chiral Carboxylic Anions by Artificial Receptors [J].
Dieng, Pape Sylla ;
Sirlin, Claude .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2010, 11 (09) :3334-3348