Coordination ability of insect kinin analogs |
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| Authors: | E. Łodyga-Chruścińska S. Ołdziej D. Sanna G. Micera L. Chruściński K. Kaczmarek R.J. Nachman J. Zabrocki A. Sykuła |
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| Affiliation: | 1. Technical University of ?ód?, Institute of General Food Chemistry, ul. Stefanowskiego 4/10, 90-924 ?ód?, Poland;2. Laboratory of Biopolymer Structure, Intercollegiate Faculty of Biotechnology, University of Gdańsk and Medical University of Gdańsk, K?adki 24, 80-822 Gdańsk, Poland;3. Istituto C.N.R. Chimica Biomolecolare, 07040 Sassari, Italy;4. Dipartimento di Chimica, University of Sassari, Via Vienna 2, 07100 Sassari, Italy;5. Faculty of Process and Environmental Engineering, Technical University of ?ód?, ul. Wólczańska 213, 90-924 ?ód?, Poland;6. Institute of Organic Chemistry, Technical University of ?ód?, ul. ?eromskiego 176, 90-924 ?ód?, Poland;g Areawide Pest Management Research Unit, Southern Plains Agricultural Research Center, US Department of Agriculture, College Station, TX 77845, USA |
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| Abstract: | Spectroscopic data, including electronic absorption, CD and EPR results, as well as theoretical calculations have shown that the insertion of 4-aminopyroglutamate, a novel cis-peptide bond mimic, in the insect kinin peptide leads to an effective ligand towards Cu(II) ions at basic pH ranges. The 4-aminopyroglutamate motif induces a specific peptide conformation which favors the formation of one or two five-membered chelating rings stabilizing a bent structure, with the coordination of 3N-type or 4N-type in the metallopeptide molecule involving in metal bonding C-terminal of modified peptide. It is worth noting that the copper(II) bonding does not undergo hydrolysis even at a very high pH range. |
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| Keywords: | apy, (2R,4R)-4-aminopyroglutamate aPy, (2R,4S)-4-aminopyroglutamate APy, (2S,4S)-4-aminopyroglutamate |
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