Macrocyclic Tetramers-Structural Investigation of Peptide-Peptoid Hybrids

Show full item record



Permalink

http://hdl.handle.net/10138/333302

Citation

Herlan , C N , Sonnefeld , A , Gloge , T , Brueckel , J , Schlee , L C , Muhle-Goll , C , Nieger , M & Braese , S 2021 , ' Macrocyclic Tetramers-Structural Investigation of Peptide-Peptoid Hybrids ' , Molecules , vol. 26 , no. 15 , 4548 . https://doi.org/10.3390/molecules26154548

Title: Macrocyclic Tetramers-Structural Investigation of Peptide-Peptoid Hybrids
Author: Herlan, Claudine Nicole; Sonnefeld, Anna; Gloge, Thomas; Brueckel, Julian; Schlee, Luisa Chiara; Muhle-Goll, Claudia; Nieger, Martin; Braese, Stefan
Contributor organization: Department of Chemistry
Date: 2021-08
Language: eng
Number of pages: 18
Belongs to series: Molecules
ISSN: 1420-3049
DOI: https://doi.org/10.3390/molecules26154548
URI: http://hdl.handle.net/10138/333302
Abstract: Outstanding affinity and specificity are the main characteristics of peptides, rendering them interesting compounds for basic and medicinal research. However, their biological applicability is limited due to fast proteolytic degradation. The use of mimetic peptoids overcomes this disadvantage, though they lack stereochemical information at the alpha-carbon. Hybrids composed of amino acids and peptoid monomers combine the unique properties of both parent classes. Rigidification of the backbone increases the affinity towards various targets. However, only little is known about the spatial structure of such constrained hybrids. The determination of the three-dimensional structure is a key step for the identification of new targets as well as the rational design of bioactive compounds. Herein, we report the synthesis and the structural elucidation of novel tetrameric macrocycles. Measurements were taken in solid and solution states with the help of X-ray scattering and NMR spectroscopy. The investigations made will help to find diverse applications for this new, promising compound class.
Subject: macrocycles
multiconformational equilibrium
peptidomimetics
peptoids
spatial structure
tetramers
HISTONE DEACETYLASE INHIBITORS
CIS-TRANS ISOMERIZATION
WNT SIGNALING PATHWAY
CYCLIC TETRAPEPTIDES
SOLID-PHASE
STRUCTURE ELUCIDATION
HDAC INHIBITOR
N-METHYLATION
APICIDIN
CONFORMATION
116 Chemical sciences
Peer reviewed: Yes
Rights: cc_by
Usage restriction: openAccess
Self-archived version: publishedVersion


Files in this item

Total number of downloads: Loading...

Files Size Format View
molecules_26_04548_v2.pdf 31.59Mb PDF View/Open

This item appears in the following Collection(s)

Show full item record