Morpholine, a strong contender for Fmoc removal in solid-phase peptide synthesis.
Fmoc
aspartimide
diketopiperazine
side reactions
solid-phase peptide synthesis
Journal
Journal of peptide science : an official publication of the European Peptide Society
ISSN: 1099-1387
Titre abrégé: J Pept Sci
Pays: England
ID NLM: 9506309
Informations de publication
Date de publication:
23 Aug 2023
23 Aug 2023
Historique:
revised:
28
07
2023
received:
16
06
2023
accepted:
31
07
2023
medline:
23
8
2023
pubmed:
23
8
2023
entrez:
23
8
2023
Statut:
aheadofprint
Résumé
Morpholine, which scores 7.5 in terms of greenness and is not a regulated substance, could be considered a strong contender for Fmoc removal in solid-phase peptide synthesis (SPPS). Morpholine in dimethylformamide (DMF) (50%-60%) efficiently removes Fmoc in SPPS, minimizes the formation of diketopiperazine, and almost avoids the aspartimide formation. As a proof of concept, somatostatin has been synthesized using 50% morpholine in DMF with the same purity as when using 20% piperidine-DMF.
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e3538Informations de copyright
© 2023 The Authors. Journal of Peptide Science published by European Peptide Society and John Wiley & Sons Ltd.
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