Complexation studies of zwitterionic amino acids with crown and guanidinium compounds using titration calorimetry

Czekalla, M; Stephan, Holger; Habermann, Bernd; Trepte, J; Gloe, Karsten; Schmidtchen, Franz P.

doi:10.1016/s0040-6031(98)00254-8

Cited by 23 publications

(11 citation statements)

References 33 publications

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“…Results regarding the extraction of different amino acids using a monotopic guanidinium compound 24 and a ditopic receptor 25 are compared in Fig. 15 [63,64]. Clear differences can be seen here.…”

Section: ±mentioning

confidence: 96%

Where is the Anion Extraction Going?

Gloe¹,

Stephan

Grotjahn

2003

Chem Eng & Technol

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Reactive extraction processes represent efficient and smart technologies for separation and concentration of metal ions in solution, which are frequently used in industry. Despite the importance of anions in biology, medicine, environment and industry, practical examples of anion extraction are relatively limited compared to metal ion separation. Anion extraction processes are mainly based on the nonspecific ion pair formation with hydrophobic ammonium cations. In this case the phase transfer of anions is dominated by their lipophilicity. The reasons for this situation are closely connected with the specific features of anions in contrast to cations. Novel approaches for specific binding and selective transport of anionic components are based both on the better understanding of the biological role of anions and on the possibilities of supramolecular chemistry to create receptor architectures with complementary binding modes for anions. In the given review the authors discuss present research tendencies and application possibilities of new extractant types for separation and concentration of anionic species in solution.

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Section: ±mentioning

confidence: 96%

Where is the Anion Extraction Going?

Gloe¹,

Stephan

Grotjahn

2003

Chem Eng & Technol

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“…Important is, that ammonium ions prefer a tetrahedral and potassium ions need an octahedral co-ordination for strong binding. By reducing the co-ordination points (see 7b ) [ 107 ] or changing the co-ordination sphere, the selectivity of a coronand system can be directed towards ammonium ion binding.…”

Section: Reviewmentioning

confidence: 99%

Molecular recognition of organic ammonium ions in solution using synthetic receptors

Späth¹,

König²

2010

Beilstein J. Org. Chem.

212

130

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SummaryAmmonium ions are ubiquitous in chemistry and molecular biology. Considerable efforts have been undertaken to develop synthetic receptors for their selective molecular recognition. The type of host compounds for organic ammonium ion binding span a wide range from crown ethers to calixarenes to metal complexes. Typical intermolecular interactions are hydrogen bonds, electrostatic and cation–π interactions, hydrophobic interactions or reversible covalent bond formation. In this review we discuss the different classes of synthetic receptors for organic ammonium ion recognition and illustrate the scope and limitations of each class with selected examples from the recent literature. The molecular recognition of ammonium ions in amino acids is included and the enantioselective binding of chiral ammonium ions by synthetic receptors is also covered. In our conclusion we compare the strengths and weaknesses of the different types of ammonium ion receptors which may help to select the best approach for specific applications.

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“…In general, calorimetry is used to obtain the stability constant (log K ) and reaction enthalpy (Δ ), by simultaneously varying both parameters and determining the minimum of the error square sum. In this manner, both unknown parameters can be fitted to experimental data . ITC measures the heat released or absorbed from the controlled mixing of potential binding components over a series of injections.…”

Section: 6 Techniques For Analysismentioning

confidence: 99%

“…Older reviews are also available. , In molecular modeling techniques, potentials between interacting molecules are generated mathematically using specified algorithms and simulated by computer. Though the accuracy of this method is dependent on the choice of appropriate interaction potential and ability to find a global minimum in potential energy, molecular modeling, in a wide variety of forms, continues to be a useful addition to instrumental-based methods . More complex algorithms are available and used widely as well.…”

Section: 6 Techniques For Analysismentioning

confidence: 99%

“…Stereospecificity was also built into the host. Variations on the guanidinium receptors were made using crown ethers as complementary arrangements for the formation of an array of polytopic hosts . These hosts showed good selectivity for zwitterionic amino acids and laid a foundation for important aspects in further development of the field.…”

Section: 2 Synthetic Guanidinium Groups/selectors/ligands/receptorsmentioning

confidence: 99%

See 1 more Smart Citation

Noncovalent Binding between Guanidinium and Anionic Groups: Focus on Biological- and Synthetic-Based Arginine/Guanidinium Interactions with Phosph[on]ate and Sulf[on]ate Residues

2004

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Complexation studies of zwitterionic amino acids with crown and guanidinium compounds using titration calorimetry

Cited by 23 publications

References 33 publications

Where is the Anion Extraction Going?

Where is the Anion Extraction Going?

Molecular recognition of organic ammonium ions in solution using synthetic receptors

Noncovalent Binding between Guanidinium and Anionic Groups: Focus on Biological- and Synthetic-Based Arginine/Guanidinium Interactions with Phosph[on]ate and Sulf[on]ate Residues

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