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Total synthesis and structural revision of the antibiotic tetrapeptide GE81112A.
Angew. Chem.-Int. Edit. 57, 12157-12161 (2018)
The total synthesis of the naturally occurring antibiotic GE81112A, a densely functionalized tetrapeptide, is reported. Comparison of spectral data with those of the natural product and the lack of biological activity of the synthesized compound led us to revise the published configuration of the 3-hydroxypipecolic acid moiety. This hypothesis was fully validated by the synthesis of the corresponding epimer.
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Publication type
Article: Journal article
Document type
Scientific Article
Keywords
Antibiotics ; Non-ribosomal Peptide Synthesis ; Peptides ; Structural Revision ; Total Synthesis; Natural-products; Initiation Complex; Translation; Acid; Inhibition; Equivalent
ISSN (print) / ISBN
1433-7851
e-ISSN
1521-3773
Quellenangaben
Volume: 57,
Issue: 37,
Pages: 12157-12161
Publisher
Wiley
Publishing Place
Weinheim
Non-patent literature
Publications
Reviewing status
Peer reviewed
Institute(s)
Institute of Medicinal Chemistry (IMC)