Simple squaramide receptors for highly efficient anion binding in aqueous media and transmembrane transport.

A family of acyclic squaramide receptors (L1-L5) have been synthesised with the aim to bind anions in a competitive solvent mixture and to evaluate how the presence of additional H-bond donor groups on the squaramide scaffold could affect the affinity towards anions and the transmembrane transport ability.

[1]  Philip A. Gale,et al.  Advances in Anion Receptor Chemistry , 2020, Chem.

[2]  G. Pichiri,et al.  Fluorescent squaramide ligands for cellular imaging and their encapsulation in cubosomes , 2019, New Journal of Chemistry.

[3]  J. C. Stephens,et al.  The Versatility of Squaramides: From Supramolecular Chemistry to Chemical Biology , 2019, Chem.

[4]  Philip A. Gale,et al.  Supramolecular methods: the chloride/nitrate transmembrane exchange assay , 2019, Supramolecular Chemistry.

[5]  Philip A. Gale,et al.  Full elucidation of the transmembrane anion transport mechanism of squaramides using in silico investigations. , 2018, Physical chemistry chemical physics : PCCP.

[6]  M. Fiore,et al.  Anion-Transport Mechanism of a Triazole-Bearing Derivative of Prodigiosine: A Candidate for Cystic Fibrosis Therapy , 2018, Front. Pharmacol..

[7]  A. Maestro,et al.  Chiral Bifunctional Thioureas and Squaramides and Their Copolymers as Recoverable Organocatalysts. Stereoselective Synthesis of 2-Substituted 4-Amino-3-nitrobenzopyrans and 3-Functionalized 3,4-Diamino-4 H-Chromenes. , 2018, The Journal of organic chemistry.

[8]  H. Kagechika,et al.  Self-assembly of Liquid-crystalline Squaramides , 2018 .

[9]  A. Frontera,et al.  Polymorphism in secondary squaramides: on the importance of π-interactions involving the four membered ring , 2018 .

[10]  Wen-Hua Chen,et al.  Synthesis, Anion Recognition and Transmembrane Anion-Transport Properties of Squaramides and Their Derivatives , 2017 .

[11]  J. Fernández-Bolaños,et al.  Selenoureas for anion binding as molecular logic gates. , 2017, Chemical communications.

[12]  Philip A. Gale,et al.  Dissecting the chloride-nitrate anion transport assay. , 2017, Chemical communications.

[13]  Xin Li,et al.  N-tert-Butyl Sulfinyl Squaramide Receptors for Anion Recognition through Assisted tert-Butyl C-H Hydrogen Bonding. , 2017, The Journal of organic chemistry.

[14]  R. Martínez‐Máñez,et al.  A new class of silica-supported chromo-fluorogenic chemosensors for anion recognition based on a selenourea scaffold. , 2017, Chemical communications.

[15]  Philip A. Gale,et al.  A synthetic ion transporter that disrupts autophagy and induces apoptosis by perturbing cellular chloride concentrations. , 2017, Nature chemistry.

[16]  Philip A. Gale,et al.  High-Affinity Anion Binding by Steroidal Squaramide Receptors** , 2015, Angewandte Chemie.

[17]  Philip A. Gale,et al.  Towards predictable transmembrane transport: QSAR analysis of anion binding and transport , 2013 .

[18]  Philip A. Gale,et al.  Squaramides as potent transmembrane anion transporters. , 2012, Angewandte Chemie.

[19]  Philip A. Gale,et al.  Anion receptor chemistry: highlights from 2010. , 2012, Chemical Society reviews.

[20]  Miguel A. R. B. Castanho,et al.  Prediction of Antibacterial Activity from Physicochemical Properties of Antimicrobial Peptides , 2011, PloS one.

[21]  Philip A. Gale,et al.  Preface: supramolecular chemistry of anionic species themed issue , 2010 .

[22]  A. Lough,et al.  N,N'-diarylsquaramides: general, high-yielding synthesis and applications in colorimetric anion sensing. , 2010, The Journal of organic chemistry.

[23]  Massimo Boiocchi,et al.  The squaramide versus urea contest for anion recognition. , 2010, Chemistry.

[24]  Philip A. Gale,et al.  Anion receptor chemistry: highlights from 2007. , 2009, Chemical Society reviews.

[25]  Félix Sancenón,et al.  Fluorogenic and chromogenic chemosensors and reagents for anions. , 2003, Chemical reviews.

[26]  R. Maget-Dana The monolayer technique: a potent tool for studying the interfacial properties of antimicrobial and membrane-lytic peptides and their interactions with lipid membranes. , 1999, Biochimica et biophysica acta.

[27]  P. Ballester,et al.  Squaramido-based receptors: Molecular recognition of carboxylate anions in highly competitive media , 1998 .

[28]  M. Hynes EQNMR : a computer program for the calculation of stability constants from nuclear magnetic resonance chemical shift data , 1993 .