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).
Highlights
All family members share the common C-terminal pentapeptide FXPRL-amide (X = S, T, G or V) and include subfamilies such as PKs, myotropins (MTs), PBAN, diapause hormone (DH), melanization and reddish coloration hormone (MRCH), pheromonotrohormone (DH), melanization and reddish coloration hormone (MRCH), pheromonotropin pin (PT), and pheromonotropic β and γ peptides derived from the cDNA of moths [7,8,9,10,11,12]
We describe a solid-phase peptide synthetic (SPPS) route to incorporation this paper,ring we describe a solid-phase peptide synthetic (SPPS)
We found that a gave no expected product, either due to reduction of the imidazoline double bond by silane cocktail generallyWe forfound the removal of acid or due tocomposed hydrolysisof(presence of (1:1), water2–3 in ah,cleavage that a cocktail labile groups such as
Summary
Jones and and colleagues colleagues as as aa Imidazoline peptidebond bond isostere isostere (with an amidine et peptide amidine as as an anamide amidebond bondreplacement) replacement)[1,2]. A peptide bond replacement, which mimics trans geometry irreversibly. Bond and/or trans Pro structure of natural peptides than others. The pyrokinin (PK) family of peptides plays a multifunctional role in the physiology of insects. All family members share the common C-terminal pentapeptide FXPRL-amide (X = S, T, G or V) and include subfamilies such as PKs, myotropins (MTs), PBAN, diapause. All family members share the common C-terminal pentapeptide FXPRL-amide (X = S, T, G or V) and include subfamilies such as PKs, myotropins (MTs), PBAN, diapause hormone (DH), melanization and reddish coloration hormone (MRCH), pheromonotrohormone (DH), melanization and reddish coloration hormone (MRCH), pheromonotropin pin (PT), and pheromonotropic β and γ peptides derived from the cDNA of moths [7,8,9,10,11,12]. Biosynthesis) [18] in a variety of insects
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
