Literature DB >> 24828677

Sulfate-selective recognition by using neutral dipeptide anion receptors in aqueous solution.

Robert B P Elmes1, Karen K Y Yuen, Katrina A Jolliffe.   

Abstract

The synthesis of six small peptide anion receptors based on thiourea and squaramide recognition moieties is described. These new receptors bind to tetrahedral sulfate anions with remarkable affinity and selectivity in aqueous solution as shown by NMR spectroscopy. Molecular modelling suggests that selectivity is mediated by a hydrogen bond network incorporating the amide backbone protons in a manner similar to that found in the sulfate-binding protein.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  NMR spectroscopy; peptides; receptors; squaramide; sulfate; thiourea

Mesh：

Substances：

Year:  2014        PMID： 24828677     DOI： 10.1002/chem.201400292

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  10 in total

1.  Thiosquaramides: pH switchable anion transporters.

Authors:  Nathalie Busschaert; Robert B P Elmes; Dawid D Czech; Xin Wu; Isabelle L Kirby; Evan M Peck; Kevin D Hendzel; Scott K Shaw; Bun Chan; Bradley D Smith; Katrina A Jolliffe; Philip A Gale
Journal:  Chem Sci       Date:  2014-09-01       Impact factor: 9.825

2.  Are beryllium-containing biphenyl derivatives efficient anion sponges?

Authors:  Oriana Brea; Otilia Mó; Manuel Yáñez; M Merced Montero-Campillo; Ibon Alkorta; José Elguero
Journal:  J Mol Model       Date:  2017-12-18       Impact factor: 1.810

3.  Macrocyclic squaramides: anion receptors with high sulfate binding affinity and selectivity in aqueous media.

Authors:  Lei Qin; Anna Hartley; Peter Turner; Robert B P Elmes; Katrina A Jolliffe
Journal:  Chem Sci       Date:  2016-04-01       Impact factor: 9.825

4.  Squaramide-Naphthalimide Conjugates as "Turn-On" Fluorescent Sensors for Bromide Through an Aggregation-Disaggregation Approach.

Authors:  Lokesh K Kumawat; Anthony A Abogunrin; Michelle Kickham; Jyotsna Pardeshi; Orla Fenelon; Martina Schroeder; Robert B P Elmes
Journal:  Front Chem       Date:  2019-05-22       Impact factor: 5.221

5.  Ion-pair induced supramolecular assembly formation for selective extraction and sensing of potassium sulfate.

Authors:  Damian Jagleniec; Łukasz Dobrzycki; Marcin Karbarz; Jan Romański
Journal:  Chem Sci       Date:  2019-08-21       Impact factor: 9.825

6.  Switching-On Fluorescence by Copper (II) and Basic Anions: A Case Study with a Pyrene-Functionalized Squaramide.

Authors:  Giacomo Picci; Jessica Milia; Maria Carla Aragoni; Massimiliano Arca; Simon J Coles; Alessandra Garau; Vito Lippolis; Riccardo Montis; James B Orton; Claudia Caltagirone
Journal:  Molecules       Date:  2021-02-28       Impact factor: 4.411

7.  Highly Efficient, Tripodal Ion-Pair Receptors for Switching Selectivity between Acetates and Sulfates Using Solid-Liquid and Liquid-Liquid Extractions.

Authors:  Marta Zaleskaya; Łukasz Dobrzycki; Jan Romański
Journal:  Int J Mol Sci       Date:  2020-12-12       Impact factor: 5.923

8.  Dynamic Covalent Self-Assembly of Chloride- and Ion-Pair-Templated Cryptates.

Authors:  Selina Hollstein; Oleksandr Shyshov; Marko Hanževački; Jie Zhao; Tamara Rudolf; Christof M Jäger; Max von Delius
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-12       Impact factor: 16.823

9.  Tripodal, Squaramide-Based Ion Pair Receptor for Effective Extraction of Sulfate Salt.

Authors:  Damian Jagleniec; Marcin Wilczek; Jan Romański
Journal:  Molecules       Date:  2021-05-07       Impact factor: 4.411

10.  Squaramide-Based Self-Associating Amphiphiles for Anion Recognition.

Authors:  Lokesh K Kumawat; Conor Wynne; Emanuele Cappello; Peter Fisher; Luke E Brennan; Alessandro Strofaldi; Jennifer J McManus; Chris S Hawes; Katrina A Jolliffe; Thorfinnur Gunnlaugsson; Robert B P Elmes
Journal:  Chempluschem       Date:  2021-08       Impact factor: 2.863
  10 in total

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