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

Krzysztof Kaczmarek; Barbara Pacholczyk-Sienicka; Łukasz Albrecht; Janusz Zabrocki; Ronald Nachman

doi:10.20944/preprints202104.0518.v1

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. https://doi.org/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. https://doi.org/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).

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

Abstract

Keywords

Subject

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