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Jürjens, G. ; Schuler, S.M.M.* ; Kurz, M.* ; Petit, S.* ; Couturier, C.* ; Jeannot, F.* ; Nguyen, F.* ; Wende, R.C.* ; Hammann, P.E.* ; Wilson, D.N.* ; Bacqué, E.* ; Pöverlein, C.* ; Bauer, A.*

Total synthesis and structural revision of the antibiotic tetrapeptide GE81112A.

Angew. Chem.-Int. Edit. 57, 12157-12161 (2018)
Postprint DOI PMC
Open Access Green
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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Publikationstyp Artikel: Journalartikel
Dokumenttyp Wissenschaftlicher Artikel
Korrespondenzautor
Schlagwörter 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
Zeitschrift Angewandte Chemie - Internationale Edition
Quellenangaben Band: 57, Heft: 37, Seiten: 12157-12161 Artikelnummer: , Supplement: ,
Verlag Wiley
Verlagsort Weinheim
Nichtpatentliteratur Publikationen
Begutachtungsstatus Peer reviewed
Institut(e) Institute of Medicinal Chemistry (IMC)