1193391-36-4Relevant academic research and scientific papers
Highly effective recognition of carbohydrates by phenanthroline-based receptors: α- versus β-anomer binding preference
Mazik, Monika,Hartmann, Andre,Jones, Peter G.
, p. 9147 - 9159 (2009)
1H NMR spectroscopic titrations in competitive and non-competitive media, as well as binding studies in two-phase systems, such as phase transfer of sugars from aqueous into organic solvents and dissolution of solid carbohydrates in apolar medi
Carbohydrate receptors combining both a macrocyclic building block and flexible side arms as recognition units: Design, syntheses, and binding studies
Lippe, Jan,Mazik, Monika
, p. 1427 - 1439 (2015)
Carbohydrate receptors combining a macrocyclic building block and two flexible side arms were designed on the base of the analysis of the binding motifs found in the crystal structures of the complexes formed between artificial receptors and monosaccharides, reported previously by our group. Binding studies in two-phase systems, such as extractions of sugars from water into organic phase, as well as in homogeneous organic media, using 1H NMR and fluorescence spectroscopic titrations, confirmed the suitability of the designed compounds to act as highly effective and selective carbohydrate receptors. Depending on the nature of the bridges and side arms used as the building blocks, various receptors with different binding properties could be developed. The obtained results confirmed the validity of the receptor design and revealed that crystalline receptor-sugar complexes are particularly a valuable basis for the design of new effective receptor systems.
Purine Unit as a Building Block of Artificial Receptors Designed for the Recognition of Carbohydrates
Kaiser, Stefan,Geffert, Christoph,Mazik, Monika
, p. 7555 - 7562 (2019/12/03)
1,3,5-Substituted 2,4,6-triethylbenzene derivatives bearing pyridine/pyrimidine and purine units were synthesized and their potential to function as carbohydrate receptors was evaluated. Compounds consisting of 2-chloro-9H(7H)-purin-6-yl unit have the abi
Compounds Based on a Triethyl- or Trimethoxybenzene Scaffold Bearing Pyrazole, Pyridine, and Pyrimidine Groups: Syntheses and Representative Binding Studies towards Carbohydrates
Koch, Niklas,Seichter, Wilhelm,Mazik, Monika
, p. 2757 - 2767 (2016/08/31)
Pyrazole-based artificial receptors have often been used in the recognition of ions, but in the area of sugar recognition the potential of pyrazole-based recognition groups has only been rarely examined. In this paper we describe the syntheses of twelve n
Artificial receptors inspired by crystal structures of complexes formed between acyclic receptors and monosaccharides: Design, syntheses, and binding properties
Lippe, Jan,Mazik, Monika
, p. 9013 - 9020 (2013/10/08)
The binding motifs found in the crystal structures of complexes formed between artificial receptors and monosaccharides, reported previously by our group, have inspired us to design new macrocyclic and acyclic receptors, which were expected to form strong
8-Hydroxyquinoline as a building block for artificial receptors: Binding preferences in the recognition of glycopyranosides
Mazik, Monika,Geffert, Christoph
, p. 2319 - 2326 (2011/05/02)
8-Hydroxyquinoline-based receptors 1-3, containing a trisubstituted triethylbenzene core, were prepared and their binding properties towards glycosides were evaluated. 1H NMR and fluorescence titrations as well as binding studies in two-phase s
Isopropylamino and isobutylamino groups as recognition sites for carbohydrates: Acyclic receptors with enhanced binding affinity toward β-galactosides
Mazik, Monika,Sonnenberg, Claudia
scheme or table, p. 6416 - 6423 (2010/12/20)
Binding motifs observed in the crystal structures of protein-carbohydrate complexes, in particular the participation of the isopropyl/isobutyl side chain of valine/leucine in the formation of van der Waals contacts, have inspired the design of new artificial carbohydrate receptors. The new compounds, containing a trisubstituted triethylbenzene core, were expected to recognize sugar molecules through a combination of NH→O and OH→N hydrogen bonds, CH→π interactions, and numerous van der Waals contacts. 1H NMR spectroscopic titrations in competitive and noncompetitive media, as well as binding studies in two-phase systems, such as dissolution of solid carbohydrates in apolar media and phase transfer of sugars from aqueous into organic solvents, revealed effective recognition of neutral carbohydrates and β- vs α-anomer binding preferences in the recognition o' glycosides as well as significantly increased binding affinity of the receptors toward β-galactoside in comparison with the previously described receptors.
