1217751-18-2Relevant academic research and scientific papers
Synthesis of constrained tetracyclic peptides by consecutive CEPS, CLIPS, and oxime ligation
Streefkerk, Dieuwertje E.,Schmidt, Marcel,Ippel, Johannes H.,Hackeng, Tilman M.,Nuijens, Timo,Timmerman, Peter,Van Maarseveen, Jan H.
supporting information, p. 2095 - 2100 (2019/04/11)
In Nature, multicyclic peptides constitute a versatile molecule class with various biological functions. For their pharmaceutical exploitation, chemical methodologies that enable selective consecutive macrocyclizations are required. We disclose a combination of enzymatic macrocyclization, CLIPS alkylation, and oxime ligation to prepare tetracyclic peptides. Five new small molecular scaffolds and differently sized model peptides featuring noncanonical amino acids were synthesized. Enzymatic macrocyclization, followed by one-pot scaffold-assisted cyclizations, yielded 21 tetracyclic peptides in a facile and robust manner.
MULTICYCLIC PEPTIDES AND METHODS FOR THEIR PREPARATION
-
, (2018/06/30)
The invention relates to methods for preparing a compound comprising a peptide attached to a molecular scaffold whereby multiple peptide loops are formed, to compounds that can be obtained with such methods and uses thereof.
MACROCYCLIC PEPTIDOMIMETICS FOR ALPHA-HELIX MIMICRY
-
, (2015/11/02)
Methods and compositions are provided for generating macrocyclic peptides constrained by side-chain-to-C-terminus non-peptidic tethers for use as functional and structural mimics of α-helical motifs, including in therapeutic applications. These methods can be used to produce libraries of conformationally constrained peptidomimetics to identify compounds with desired activity properties.
