: 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.
2026
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]
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11388/386589
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact