Structure and Total Synthesis of Lysobactin (Katanosin B)†
Franz von Nussbaum Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorSonja Anlauf
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorJordi Benet-Buchholz Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
J.B.-B.: X-ray crystallography. L.M.: NMR solution structure.
Search for more papers by this authorDieter Häbich Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorJohannes Köbberling Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorLászló Musza Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
J.B.-B.: X-ray crystallography. L.M.: NMR solution structure.
Search for more papers by this authorJoachim Telser Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorHelga Rübsamen-Waigmann Prof. Dr.
AiCuris GmbH & Co. KG, Bayer Pharma- und Chemiepark, Friedrich-Ebert Strasse 475, 42117 Wuppertal, Germany
Search for more papers by this authorNina A. Brunner Dr.
AiCuris GmbH & Co. KG, Bayer Pharma- und Chemiepark, Friedrich-Ebert Strasse 475, 42117 Wuppertal, Germany
Search for more papers by this authorFranz von Nussbaum Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorSonja Anlauf
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorJordi Benet-Buchholz Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
J.B.-B.: X-ray crystallography. L.M.: NMR solution structure.
Search for more papers by this authorDieter Häbich Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorJohannes Köbberling Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorLászló Musza Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
J.B.-B.: X-ray crystallography. L.M.: NMR solution structure.
Search for more papers by this authorJoachim Telser Dr.
Bayer HealthCare AG, Medicinal Chemistry Europe, 42096 Wuppertal, Germany, Fax: (+49) 202-36-9694797
Search for more papers by this authorHelga Rübsamen-Waigmann Prof. Dr.
AiCuris GmbH & Co. KG, Bayer Pharma- und Chemiepark, Friedrich-Ebert Strasse 475, 42117 Wuppertal, Germany
Search for more papers by this authorNina A. Brunner Dr.
AiCuris GmbH & Co. KG, Bayer Pharma- und Chemiepark, Friedrich-Ebert Strasse 475, 42117 Wuppertal, Germany
Search for more papers by this authorWe are grateful to our colleagues C. Fehér, S. Heald, P. Schmitt, and S. Seip for NMR analyses. G. Schiffer determined the minimal inhibitory concentrations. A. Mayer-Bartschmidt and M.-A. Brüning carried out the fermentations. W. Schröder helped us with small-scale peptide analyses. J. Ragot resynthesized compound 2. We thank A. Göller, J. Schamberger, and M. Lobell for fruitful discussions about the 3D structure. We are indebted to H. Wild and H. Haning for their continuous support of this project and to H. Schirok and N. Griebenow for a critical revision of the manuscript.
Graphical Abstract
Gegen resistente Bakterien: Die Bestimmung der Kristallstruktur ermöglichte die Totalsynthese des Antibiotikums Lysobactin. Der minimale Einsatz von Schutzgruppen führte in Kombination mit molekularer Präorganisation zu einer sehr effizienten Makrolactamisierung. Die beschriebene Synthese ist ein neuer Ansatzpunkt für die Suche nach Antibiotika-Leitstrukturen.
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