γ-Glutamyl derivatives of sulfur amino acids have been prepared in multigram scale starting from readily available starting materials. The synthesis comprises two one-pot operations, both consisting of two reactions. In the first operation, N-phtaloyl-l-glutamic acid anhydride is obtained from l-glutamic acid and phtalic anhydride. In the second one, N-phtaloyl-l-glutamic acid anhydride is used to acylate amino acids and the N-phtaloyl protecting group is removed. The described approach offers a viable entry to γ-glutamyl derivatives of sulfur-containing amino acids with flavor-enhancer and nutraceutical properties.

Synthesis of γ-glutamyl derivatives of sulfur-containing amino acids in a multigram scale via a two-step, one-pot procedure / G. Speranza, M. Rabuffetti, N. Vidovic, C.F. Morelli. - In: MOLBANK. - ISSN 1422-8599. - 2020:3(2020 Jul), pp. M1147.1-M1147.8.

Synthesis of γ-glutamyl derivatives of sulfur-containing amino acids in a multigram scale via a two-step, one-pot procedure

G. Speranza
Writing – Review & Editing
;
M. Rabuffetti;N. Vidovic;C.F. Morelli
Project Administration
2020

Abstract

γ-Glutamyl derivatives of sulfur amino acids have been prepared in multigram scale starting from readily available starting materials. The synthesis comprises two one-pot operations, both consisting of two reactions. In the first operation, N-phtaloyl-l-glutamic acid anhydride is obtained from l-glutamic acid and phtalic anhydride. In the second one, N-phtaloyl-l-glutamic acid anhydride is used to acylate amino acids and the N-phtaloyl protecting group is removed. The described approach offers a viable entry to γ-glutamyl derivatives of sulfur-containing amino acids with flavor-enhancer and nutraceutical properties.
Kokumi; One-pot synthesis; Sulfur amino acids; Taste-active compounds; γ-glutamyl compounds
Settore CHIM/06 - Chimica Organica
   Value-added products through biocatalysis: TAILored GLUtamyl TRANsferases
   TailGluTran
   FONDAZIONE CARIPLO
   2016-0741
lug-2020
Article (author)
File in questo prodotto:
File Dimensione Formato  
MolBank2020_M1147.pdf

accesso aperto

Descrizione: Articolo principale
Tipologia: Publisher's version/PDF
Dimensione 1.03 MB
Formato Adobe PDF
1.03 MB Adobe PDF Visualizza/Apri
Pubblicazioni consigliate

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/2434/754877
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact