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. Preprints2021, 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.
Cite as:
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. Preprints2021, 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).
Keywords
insect neuropeptides; pyrokinins; trans peptide bond; imidazoline ring; SPOS;
Subject
CHEMISTRY, Medicinal Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.