Conformationally switchable non-cyclic tetrapyrrole receptors: synthesis of tetrakis(1H-pyrrole-2-carbaldehyde) derivatives and their anion binding properties

2014 ◽  
Vol 50 (80) ◽  
pp. 11863-11866 ◽  
Author(s):  
Murat K. Deliomeroglu ◽  
Vincent M. Lynch ◽  
Jonathan L. Sessler
Keyword(s):  
Anion Recognition ◽  
Anion Binding ◽  
Binding Properties ◽  
High Affinity

Acyclic tetrapyrrolic receptors display high affinity for dihydrogenphosphate and pyrophosphate anions in CHCl3 with anion recognition enhancing the solubility of the receptor.

scholarly journals Tripodal halogen bonding iodo-azolium receptors for anion recognition

RSC Advances ◽  
2017 ◽  
Vol 7 (19) ◽  
pp. 11253-11258 ◽  
Author(s):  
Sheila Ruiz-Botella ◽  
Pietro Vidossich ◽  
Gregori Ujaque ◽  
Eduardo Peris ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Binding Properties

The preparation and anion binding properties of 1,3,5-tri-substituted benzene platform-based tripodal receptors containing halogen bonding (XB) iodo-imidazolium and iodo-triazolium motifs, and hydrogen bonding (HB) analogues are described.

scholarly journals [C–H⋯anion] interactions mediate the templation and anion binding properties of topologically non-trivial metal–organic structures in aqueous solutions

2016 ◽  
Vol 7 (4) ◽  
pp. 2524-2531 ◽  
Author(s):  
Rana A. Bilbeisi ◽  
Thirumurugan Prakasam ◽  
Matteo Lusi ◽  
Roberto El Khoury ◽  
Carlos Platas-Iglesias ◽  
...  
Keyword(s):  
Aqueous Solutions ◽  
Anion Recognition ◽  
Anion Binding ◽  
Binding Properties ◽  
Metal Organic ◽  
Knots And Links

We report the anion-recognition properties and anion-mediated templation of Metal-Organic knots and links in aqueous solutions.

Synthesis and anion binding properties of porphyrins and related compounds

2016 ◽  
Vol 20 (08n11) ◽  
pp. 950-965 ◽  
Author(s):  
Flávio Figueira ◽  
João M.M. Rodrigues ◽  
Andreia A.S. Farinha ◽  
José A.S. Cavaleiro ◽  
João P.C. Tomé
Keyword(s):  
Anion Recognition ◽  
Anion Binding ◽  
Anion Receptors ◽  
Binding Studies ◽  
Binding Properties ◽  
Related Research ◽  
Expanded Porphyrins ◽  
Recent Developments ◽  
Related Compounds

Over the last two decades the preparation of pyrrole-based receptors for anion recognition has attracted considerable attention. In this regard porphyrins, phthalocyanines and expanded porphyrins have been used as strong and selective receptors while the combination of those with different techniques and materials can boost their applicability in different applications as chemosensors and extracting systems. Improvements in the field, including the synthesis of this kind of compounds, can contribute to the development of efficient, cheap, and easy-to-prepare anion receptors. Extensive efforts have been made to improve the affinity and selectivity of these compounds and the continuous expansion of related research makes this chemistry even more promising. In this review, we summarize the most recent developments in anion binding studies while outlining the strategies that may be used to synthesize and functionalize these type of macrocycles.

The synthesis of two novel neutral receptors and their anion binding properties

2004 ◽  
Vol 82 (3) ◽  
pp. 454-460 ◽  
Author(s):  
Zhen-Ya Zeng ◽  
Yong-Bing He ◽  
Lan-Hua Wei ◽  
Jin-Long Wu ◽  
Yan-Yan Huang ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Nmr Spectroscopy ◽  
Hydrogen Bonds ◽  
Color Change ◽  
Anion Recognition ◽  
Association Constants ◽  
Anion Binding ◽  
Binding Properties ◽  
Pale Yellow ◽  
H Nmr

Two new neutral receptors (1 and 2) containing thiourea and amide groups were synthesized by simple steps in good yields. The binding properties of 1 and 2 with anions were examined by UV–vis, fluorescence, and 1H NMR spectroscopy. Receptor 1 had a better AcO–: H2PO4– selectivity in comparison with that for receptor 2. The association constants of 1·AcO–, 2·AcO–, and 2·H2PO4– were higher in comparison with those of other anions (Cl–, Br–, I–, p-NO2PhO–, and p-NO2PhOPO32–). In particular, a clear color change was observed, from pale yellow to red-brown, upon addition of AcO– to the solution of 1 in DMSO. The UV–vis and fluorescence data indicate that a 1:1 stoichiometry complex is formed between compound 1 or 2 and anions through hydrogen-bonding interactions.Key words: neutral receptors, anion recognition, synthesis, hydrogen bonds.

The recognition and sensing of anions by a novel phenanthroline-bridged diamide

2006 ◽  
Vol 84 (9) ◽  
pp. 1155-1158 ◽  
Author(s):  
Yan-Hong Qiao ◽  
Hai Lin ◽  
Hua-Kuan Lin
Keyword(s):  
Key Words ◽  
Curve Fitting ◽  
Anion Recognition ◽  
Anion Binding ◽  
High Affinity ◽  
Guest Species ◽  
Nonlinear Curve Fitting ◽  
Colour Changes ◽  
Nonlinear Curve ◽  
Recognition Receptor

A novel neutral anion recognition receptor 1 with the additional capability of selectively sensing anionic guest species has been synthesized and examined for its anion-binding abilities by UV–vis absorption spectroscopy. The results of nonlinear curve fitting and Job plot indicate that 1 forms 1:1 stoichiometric complexes with fluoride, chloride, bromide, iodide, and acetate, respectively. Their UV–vis absorption spectra in DMSO indicate the presence of anions such as F –, Cl –, Br–, I–, and AcO– with high affinity ability and selectivity toward F –, and also show dramatic colour changes from colourless to yellow in the presence of TBAX (1× 10–5 mol/L, X= F –, Cl –, Br–, I –, and AcO–). Receptor 1 has almost no affinity abilities for H2PO4– and OH–. Key words: phenanthroline-bridged diamide, synthesis, UV–vis spectrum, anion recognition.

scholarly journals Synthesis of Carbohydrate Based Macrolactones and Their Applications as Receptors for Ion Recognition and Catalysis

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3394
Author(s):  
Surya B. Adhikari ◽  
Anji Chen ◽  
Guijun Wang
Keyword(s):  
Nucleophilic Substitution ◽  
Supramolecular Chemistry ◽  
Copper Sulfate ◽  
Substitution Reaction ◽  
Biological Properties ◽  
Anion Binding ◽  
Nucleophilic Substitution Reaction ◽  
Binding Properties ◽  
Intramolecular Nucleophilic Substitution ◽  
Leaving Groups

Glycomacrolactones exhibit many interesting biological properties, and they are also important in molecular recognitions and for supramolecular chemistry. Therefore, it is important to be able to access glycomacrocycles with different sizes and functionality. A new series of carbohydrate-based macrocycles containing triazole and lactone moieties have been designed and synthesized. The synthesis features an intramolecular nucleophilic substitution reaction for the macrocyclization step. In this article, the effect of some common sulfonate leaving groups is evaluated for macrolactonization. Using tosylate gave good selectivity for monolactonization products with good yields. Fourteen different macrocycles have been synthesized and characterized, of which eleven macrocycles are from cyclization of the C1 to C6 positions of N-acetyl D-glucosamine derivatives and three others from C2 to C6 cyclization of functionalized D-glucosamine derivatives. These novel macrolactones have unique structures and demonstrate interesting anion binding properties, especially for chloride. The macrocycles containing two triazoles form complexes with copper sulfate, and they are effective ligands for copper sulfate mediated azide-alkyne cycloaddition reactions (CuAAC). In addition, several macrocycles show some selectivity for different alkynes.

scholarly journals Human Rev1 relies on insert-2 to promote selective binding and accurate replication of stabilized G-quadruplex motifs

2021 ◽  
Author(s):  
Amit Ketkar ◽  
Lane Smith ◽  
Callie Johnson ◽  
Alyssa Richey ◽  
Makayla Berry ◽  
...  
Keyword(s):  
Amino Acids ◽  
Mutation Frequency ◽  
Control Sequence ◽  
Wild Type ◽  
Binding Properties ◽  
High Affinity ◽  
G4 Dna ◽  
G Quadruplex ◽  
Forward Mutagenesis

Abstract We previously reported that human Rev1 (hRev1) bound to a parallel-stranded G-quadruplex (G4) from the c-MYC promoter with high affinity. We have extended those results to include other G4 motifs, finding that hRev1 exhibited stronger affinity for parallel-stranded G4 than either anti-parallel or hybrid folds. Amino acids in the αE helix of insert-2 were identified as being important for G4 binding. Mutating E466 and Y470 to alanine selectively perturbed G4 binding affinity. The E466K mutant restored wild-type G4 binding properties. Using a forward mutagenesis assay, we discovered that loss of hRev1 increased G4 mutation frequency >200-fold compared to the control sequence. Base substitutions and deletions occurred around and within the G4 motif. Pyridostatin (PDS) exacerbated this effect, as the mutation frequency increased >700-fold over control and deletions upstream of the G4 site more than doubled. Mutagenic replication of G4 DNA (±PDS) was partially rescued by wild-type and E466K hRev1. The E466A or Y470A mutants failed to suppress the PDS-induced increase in G4 mutation frequency. These findings have implications for the role of insert-2, a motif conserved in vertebrates but not yeast or plants, in Rev1-mediated suppression of mutagenesis during G4 replication.

scholarly journals Tuning Anion-Binding Properties of 22-Membered Unclosed Cryptands by Structural Modification of the Lariat Arm

ACS Omega ◽  
2020 ◽  
Vol 5 (45) ◽  
pp. 29601-29608
Author(s):  
Kajetan Dąbrowa ◽  
Patryk Niedbała ◽  
Marcin Pawlak ◽  
Marcin Lindner ◽  
Wiktor Ignacak ◽  
...  
Keyword(s):  
Structural Modification ◽  
Anion Binding ◽  
Binding Properties

Anion binding properties for pyrophosphate derived from a 2,6-diamidopyridinedipyrromethane macrocycle

2021 ◽  
Author(s):  
Rui Yi ◽  
Xing-Li Liu ◽  
Zheng-He Tang ◽  
Chao Huang ◽  
Bi-Xue Zhu ◽  
...  
Keyword(s):  
Anion Binding ◽  
Binding Properties
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