Preprint Communication Version 1 Preserved in Portico This version is not peer-reviewed

Solid Phase Synthesis of an Insect Pyrokinin Analog Incorporating an Imidazoline Ring as Isosteric Replacement of a trans Peptide Bond

Version 1 : Received: 16 April 2021 / Approved: 19 April 2021 / Online: 19 April 2021 (21:18:57 CEST)

How to cite: Kaczmarek, K.; Pacholczyk-Sienicka, B.; Albrecht, Ł.; Zabrocki, J.; Nachman, R. Solid Phase Synthesis of an Insect Pyrokinin Analog Incorporating an Imidazoline Ring as Isosteric Replacement of a trans Peptide Bond. Preprints 2021, 2021040518 (doi: 10.20944/preprints202104.0518.v1). Kaczmarek, K.; Pacholczyk-Sienicka, B.; Albrecht, Ł.; Zabrocki, J.; Nachman, R. Solid Phase Synthesis of an Insect Pyrokinin Analog Incorporating an Imidazoline Ring as Isosteric Replacement of a trans Peptide Bond. Preprints 2021, 2021040518 (doi: 10.20944/preprints202104.0518.v1).

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).

Subject Areas

insect neuropeptides; pyrokinins; trans peptide bond; imidazoline ring; SPOS;

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