Synthesis and Screening of the Library of the Supramolecular Structures Formed by N-Lipidated Oligopeptides for Selection of Host Active as Artificial Esterase

Justyna Frączyk ,  Nina Kujawska ,  Zbigniew J. Kamiński 

Technical University of Łódź, Institute of Organic Chemistry (PŁ), Żeromskiego 116, Łódź 90-924, Poland

Abstract

We designed and prepared supramolecular structures formed from N-lipidated oligopeptides immobilized in the regular pattern on the cellulose surface which are capable of specific binding of ligand molecule. Due to the conformational flexibility of the fragments forming the supramolecular structure, the shape and prosperities the binding cavities are adjusted the most effectively to requirements of the guest molecules. The previous studies documented that process of binding guest molecules is highly selective, reversible and competitive. Therefore, we supposed that under favorable circumstances the structures could operate as catalysts if suitable molecular fragment are included inside the binding pocket. In order to verify this hypothesis we prepared library of supramolecular hosts with catalytic triade: His Asp(Glu) Ser, incorporated into the binding pocket [1].

40enzymy.jpg

The rate of hydrolysis of p-nitophenyl esters of N-protected amino acids was measured by spectrophotometric determination of liberated p-nitrophenole in buffered, aqueous methanol and compared with appropriate data obtained in the absence of catalytic structures. It has been found, that several supramolecular structures shown catalytic activity. The most active catalysts were selected from the library and their stability, selectivity and ability for re-use was studied.

Acknowledgement: This work was supported by the Grant WIDDOK/SC/2007/19

[1] Piątkowska, N,; Frączyk, J.; Kolesińska, B.; Kamiński, Z.J., XIX Polish Peptide Symposium, Pułtusk 23-27 września 2007, p. 111.

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Presentation: Oral at VI Multidyscyplinarna Konferencja Nauki o Leku, by Zbigniew J. Kamiński
See On-line Journal of VI Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2008-03-15 22:26
Revised:   2009-06-07 00:48
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