A Ferrocene-Tryptophan Conjugate: The Role of the Indolic Nitrogen in Supramolecular Assembly
| Autor: | Jebriel Syed, Shibaji Basak, Annaleizle Ferranco, Heinz-Bernhard Kraatz, Bin Dong, Natashya Falcone, Alan J. Lough, Zhe She |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Indole test Dipeptide Hydrogen bond Stereochemistry Supramolecular chemistry Tryptophan 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 3. Good health 0104 chemical sciences Supramolecular assembly Amino acid chemistry.chemical_compound chemistry 0210 nano-technology Conjugate |
| Zdroj: | ChemPlusChem. 82:1282-1289 |
| ISSN: | 2192-6506 |
| DOI: | 10.1002/cplu.201700407 |
| Popis: | Bio-organometallic ferrocene-containing amino acids and peptides have been reported to form gels and are interesting to study due to their structural properties and applications for biological purposes. In this study, a ferrocene-dicarboxylic acid derivative of the dipeptide tryptophan-tryptophan was investigated. The indolic nitrogen in the amino acid tryptophan is important for biological functions due to its role in hydrogen bonding. Here, intermolecular interactions with the indolic nitrogen allow this conjugate to self-assemble into a fibrous supramolecular structure that forms a stable gel. Rheological analysis demonstrates the self-healing nature of this gel. Interestingly, X-ray analysis of this ferrocene-peptide conjugate reveals close contacts involving tryptophan, in particular the indole NH group in interactions with an adjacent neighboring molecule. |
| Databáze: | OpenAIRE |
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