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Literature DB >> 29711460

A Tricyclic Polyamide Receptor for Carbohydrates in Organic Media.

Abstract

The dissolution of glucose in chloroform is promoted by the receptor 1. Two biphenyl units and eight amide linkages line the cavity of 1, which was designed for complementarity to β-glucopyranosyl. Receptor 1 binds octyl glycosides with unusual affinities and stereoselectivities, even with methanol present as cosolvent. © 1998 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities: Chemical

Keywords: Carbohydrates; Hydrogen bonds; Molecular recognition; Receptors; Supramolecular chemistry

Year: 1998 PMID： 29711460 DOI： 10.1002/(SICI)1521-3773(19980904)37:16<2270::AID-ANIE2270>3.0.CO;2-6

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

5 in total

1. Phase transfer of monosaccharides through noncovalent interactions: selective extraction of glucose by a lipophilic cage receptor.

Authors: Theo J Ryan; Grégory Lecollinet; Trinidad Velasco; Anthony P Davis
Journal: Proc Natl Acad Sci U S A Date: 2002-04-02 Impact factor: 11.205

2. Regiochemical Effects on the Carbohydrate Binding and Selectivity of Flexible Synthetic Carbohydrate Receptors with Indole and Quinoline Heterocyclic Groups.

Authors: Khushabu Thakur; Milan A Shlain; Mateusz Marianski; Adam B Braunschweig
Journal: European J Org Chem Date: 2021-09-12

A Tricyclic Polyamide Receptor for Carbohydrates in Organic Media.

1. Phase transfer of monosaccharides through noncovalent interactions: selective extraction of glucose by a lipophilic cage receptor.

2. Regiochemical Effects on the Carbohydrate Binding and Selectivity of Flexible Synthetic Carbohydrate Receptors with Indole and Quinoline Heterocyclic Groups.

3. Transformation of a [4+6] Salicylbisimine Cage to Chemically Robust Amide Cages.

4. Allosteric Recognition of Homomeric and Heteromeric Pairs of Monosaccharides by a Foldamer Capsule.

Review 5. Molecular architecture and therapeutic potential of lectin mimics.