Attempts to application of libraries of N-lipidated amino acids and peptides immobilized on cellulose as a stereosectors
|Małgorzata E. Walczak , Justyna Frączyk , Zbigniew J. Kamiński|
Technical University of Łódź, Institute of Organic Chemistry (PŁ), Żeromskiego 116, Łódź 90-924, Poland
Differentiation of enantiomers remains one of the most attractive and important research areas due to its impact on pharmaceutical, chemical, biotechnology, and food industries. The development of fast and reliable chiral sensors remains a challenge to achieve on-line analysis of enantiomers .
In our studies we found that structures formed by self organization of N-lipidated amino acids  and peptides  immobilized in a regular pattern on a cellulose surface via triazine linker are able to recognize the shape and properties of ligands, and then selectively bind guest molecules matching the requirements of the binding pocket. Our previous studies documented that the process of binding guest molecules is reversible and competitive.
Due to the conformational flexibility of both interacting partners, the relative direction of the functional groups of a ligand as well as that of the binding pockets could be readjusted to the most energetically favored orientation of both counterparts. Therefore, it has been expected that ligand binding profile to the receptor pocket formed from chiral N-lipidated peptides immobilized on chiral solid support (cellulose) will be depended on the configuration of the ligand. To check the versatility of artificial receptors formed by self-organization of N-lipidated amino acids and peptides immobilized on cellulose as a stereosectors it has been compared binding profile for both enantiomers of Aib-Ala. It has been found that binding pockets of artificial receptors are able to differentiate configuration of docked molecules.
This work was supported by Ministry of Science and Education Poland N N 405 669540.
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Presentation: Poster at IX Multidyscyplinarna Konferencja Nauki o Leku, by Małgorzata E. Walczak
See On-line Journal of IX Multidyscyplinarna Konferencja Nauki o Leku
Submitted: 2014-03-14 14:58 Revised: 2014-05-02 19:29
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