Biological, chemical, and biochemical strategies for modifying glycopeptide antibiotics.
antibiotics
chemical biology
chemical modification
glycopeptide antibiotics
glycosylation
infectious disease
natural product biosynthesis
nonribosomal peptide
peptide biosynthesis
peptide chemical synthesis
Journal
The Journal of biological chemistry
ISSN: 1083-351X
Titre abrégé: J Biol Chem
Pays: United States
ID NLM: 2985121R
Informations de publication
Date de publication:
06 12 2019
06 12 2019
Historique:
pubmed:
2
11
2019
medline:
17
6
2020
entrez:
2
11
2019
Statut:
ppublish
Résumé
Since the discovery of vancomycin in the 1950s, the glycopeptide antibiotics (GPAs) have been of great interest to the scientific community. These nonribosomally biosynthesized peptides are highly cross-linked, often glycosylated, and inhibit bacterial cell wall assembly by interfering with peptidoglycan synthesis. Interest in glycopeptide antibiotics covers many scientific disciplines, due to their challenging total syntheses, complex biosynthesis pathways, mechanism of action, and high potency. After intense efforts, early enthusiasm has given way to a recognition of the challenges in chemically synthesizing GPAs and of the effort needed to study and modify GPA-producing strains to prepare new GPAs to address the increasing threat of microbial antibiotic resistance. Although the preparation of GPAs, either by modifying the pendant groups such as saccharides or by functionalizing the N- or C-terminal moieties, is readily achievable, the peptide core of these molecules-the GPA aglycone-remains highly challenging to modify. This review aims to present a summary of the results of GPA modification obtained with the three major approaches developed to date:
Identifiants
pubmed: 31672921
pii: S0021-9258(20)30427-0
doi: 10.1074/jbc.REV119.006349
pmc: PMC6901329
pii:
doi:
Substances chimiques
Anti-Bacterial Agents
0
Biological Products
0
Glycopeptides
0
Types de publication
Journal Article
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
18769-18783Informations de copyright
© 2019 Marschall.
Déclaration de conflit d'intérêts
The authors declare that they have no conflicts of interest with the contents of this article.
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