An Optimized and Universal Protocol for the Synthesis of Morpholine-2,5-Diones from Natural Hydrophobic Amino Acids and Their Mixture.


Journal

ACS omega
ISSN: 2470-1343
Titre abrégé: ACS Omega
Pays: United States
ID NLM: 101691658

Informations de publication

Date de publication:
02 Jul 2024
Historique:
received: 19 03 2024
revised: 07 06 2024
accepted: 10 06 2024
medline: 8 7 2024
pubmed: 8 7 2024
entrez: 8 7 2024
Statut: epublish

Résumé

Morpholine-2,5-diones (MDs) are increasingly attractive compounds that can be produced using amino acid (AA) as a starting material. These compounds can undergo polymerization to produce biodegradable materials, namely, polydepsipeptides, that hold the potential to be used in medicinal applications. In this study, a simplified yet high-yield MD synthesis procedure was developed and applied to produce a range of MDs derived from hydrophobic AAs including Leu, Ile, Val, Phe, Asp(OBzl), Lys(Z), and Ser(tBu). Moreover, using a blend of hydrophobic amino acids (Leu, Ile, Val, and Phe), mixtures of MDs could be synthesized simultaneously. Finally, the polymerization of these MD mixtures was probed and proven successful. The concept investigated herein constitutes a novel path toward the valorization of protein-rich waste by producing renewable and biodegradable materials.

Identifiants

pubmed: 38973935
doi: 10.1021/acsomega.4c02670
pmc: PMC11223217
doi:

Types de publication

Journal Article

Langues

eng

Pagination

28583-28593

Informations de copyright

© 2024 The Authors. Published by American Chemical Society.

Déclaration de conflit d'intérêts

The authors declare no competing financial interest.

Auteurs

Tobias F Burton (TF)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Zoé Garisoain (Z)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.
MT-act, CNRS, Bâtiment Balard, 1919 Route de Mende, 34293 Montpellier Cedex 5, France.

Caroline Chaix (C)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Joris Aassine (J)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Emilie Virapin (E)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Anna Voronova (A)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Julien Pinaud (J)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Olivia Giani (O)

ICGM, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.

Classifications MeSH