1417159-36-4

Upstream product

• 869116-13-2 Cbz-L-propargylglycine-OH 
• 1417159-39-7 methyl (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoate 
• 1417159-40-0 (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid 
• 1417159-41-1 methyl (5S,8S,11S)-11-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-5-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 1447047-24-6 C₂₃H₃₂N₂O₅ 
• 1447047-26-8 C₃₅H₅₄N₆O₉ 
• 1447047-28-0 C₂₆H₃₈N₆O₇ 
• 21691-53-2 L-leucine tert-butyl ester 

Downstream Products

• 1417159-37-5 benzyl ((6S,9S,12S)-6-(hydroxymethyl)-9-isobutyl-8,11-dioxo-1,7,10,15,16-pentaazabicyclo[12.2.1]heptadeca-14⁽¹⁷⁾,15-dien-12-yl)carbamate 
• 1417159-38-6 benzyl ((6S,9S,12S)-6-formyl-9-isobutyl-8,11-dioxo-1,7,10,15,16-pentaazabicyclo[12.2.1]heptadeca-14⁽¹⁷⁾,15-dien-12-yl)carbamate 

Relevant academic research and scientific papers

Synthesis and extended activity of triazole-containing macrocyclic protease inhibitors

Peptide-derived protease inhibitors are an important class of compounds with the potential to treat a wide range of diseases. Herein, we describe the synthesis of a series of triazole- containing macrocyclic protease inhibitors pre-organized into a b-strand conformation and an evaluation of their activity against a panel of proteases. Acyclic azidoalkyne-based aldehydes are also evaluated for comparison. The macrocyclic peptidomimetics showed considerable activity towards calpain II, cathepsin L and S, and the 20S proteasome chymotrypsin-like activity. Some of the first examples of highly potent macrocyclic inhibitors of cathepsin S were identified. These adopt a well-defined b-strand geometry as shown by NMR spectroscopy, X-ray analysis, and molecular docking studies.

New cylindrical peptide assemblies defined by extended parallel β-sheets

A new approach to non-covalent peptide-based nanotubular or rod-like structures is presented, whereby the monomeric units are preorganised into a β-strand geometry that templates the formation of an extended and unusual parallel β-sheet rod-like structure. The conformational constraint is introduced by Huisgen cycloaddition to give a triazole-based macrocycle, with the resulting self-assembled structures stabilized by a well-defined series of intermolecular hydrogen bonds. The Royal Society of Chemistry 2013.