: The reaction of two diazopeptides with CuI in MeCN produces peptide derivatives of [E] and [Z]-aconitic acid via a trimerization reaction. Best yields of the trimeric products occur when 0.5 equiv of CuI is used. The conformations of the peptide derivatives of [E] and [Z]-aconitic acid were probed using computational and NMR methods. Both the isomers adopt a conformation having two intramolecular hydrogen bonds, where two of the peptide chains are parallel to each other, while the other is perpendicular.
Copper-Mediated Trimerization of Diazopeptides Generates Peptide Derivatives of Cis - and Trans -Aconitic Acid That Adopt Folded Structures / Curran, T.P., Pubillones, L.L., Marrone, A., Tolbatov, I., Ingrey, S.C.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - (2026). [10.1021/acs.joc.5c02991]
Copper-Mediated Trimerization of Diazopeptides Generates Peptide Derivatives of Cis - and Trans -Aconitic Acid That Adopt Folded Structures
Tolbatov, Iogann;
2026-01-01
Abstract
: The reaction of two diazopeptides with CuI in MeCN produces peptide derivatives of [E] and [Z]-aconitic acid via a trimerization reaction. Best yields of the trimeric products occur when 0.5 equiv of CuI is used. The conformations of the peptide derivatives of [E] and [Z]-aconitic acid were probed using computational and NMR methods. Both the isomers adopt a conformation having two intramolecular hydrogen bonds, where two of the peptide chains are parallel to each other, while the other is perpendicular.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
