Exocyclic Control of Turn Induction in Macrocyclic Peptide Scaffolds. Issue 52 (20th November 2013)

• Record Type: Journal Article
• Authors: Zaretsky, Serge; Scully, Conor C. G.; Lough, Alan J.; Yudin, Andrei K.
• Is Part Of: Chemistry. Volume 19:Issue 52(2013)
• Page Start: 17668
• Page End: 17672
• Publication Date: 2013-11-20
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201303453
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Modification of a peptide</bold>: The combination of aziridine aldehyde based peptide cyclization and aziridine ring‐opening chemistry furnishes peptides with well‐defined secondary structure. An exocyclic amide, which is a product of the cyclization reaction, forms a number of intramolecular hydrogen bonds, thereby leading to increased scaffold rigidity and cellular permeability (see scheme).<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3stspj" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>