DPP-4 Cleaves α/β-Peptide Bonds: Substrate Specificity and Half-Lives.
DPP-4
enzyme inhibitors
peptide bond cleavage
proteolysis
α/β-peptides
Journal
Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Titre abrégé: Chembiochem
Pays: Germany
ID NLM: 100937360
Informations de publication
Date de publication:
16 07 2020
16 07 2020
Historique:
received:
29
01
2020
revised:
19
02
2020
pubmed:
18
3
2020
medline:
23
6
2021
entrez:
18
3
2020
Statut:
ppublish
Résumé
The incorporation of β-amino acids into a peptide sequence has gained particular attention as β- and α/β-peptides have shown remarkable proteolytic stability, even after a single homologation at the scissile bond. Several peptidases have been shown to cleave such bonds with high specificity but at a much slower rate compared to α-peptide bonds. In this study, a series of analogs of dipeptidyl peptidase-4 (DPP-4) substrate inhibitors were synthesized in order to investigate whether β-amino acid homologation at the scissile bond could be a valid approach to improving peptide stability towards DPP-4 degradation. DPP-4 cleaved the α/β-peptide bond after the N-terminal penultimate Pro with a broad specificity and retained full activity regardless of the β
Identifiants
pubmed: 32180303
doi: 10.1002/cbic.202000050
doi:
Substances chimiques
Peptides
0
DPP4 protein, human
EC 3.4.14.5
Dipeptidyl Peptidase 4
EC 3.4.14.5
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
2060-2066Informations de copyright
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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