Solid-Phase Synthesis of an Insect Pyrokinin Analog Incorporating an Imidazoline Ring as Isosteric Replacement of a trans Peptide Bond |
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| Authors: | Krzysztof Kaczmarek,Barbara Pacholczyk-Sienicka,Ł ukasz Albrecht,Janusz Zabrocki,Ronald J. Nachman |
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| Affiliation: | 1.Insect Control and Cotton Disease Research Unit, ARS, U.S. Department of Agriculture, 2881 F-B Road, College Station, TX 77845, USA;2.Institute of Organic Chemistry, Lodz University of Technology, 90-924 Łódź, Poland; (B.P.-S.); (Ł.A.) |
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| Abstract: | ![]()
A facile solid-phase synthetic method for incorporating the imidazoline ring motif, a surrogate for a trans peptide bond, into bioactive peptides is reported. The example described is the synthesis of an imidazoline peptidomimetic analog of an insect pyrokinin neuropeptide via a cyclization reaction of an iminium salt generated from the preceding amino acid and 2,4-diaminopropanoic acid (Dap). |
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| Keywords: | insect neuropeptides pyrokinins trans peptide bond imidazoline ring SPOS |
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