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Ribosomal Synthesis of Tricyclic Depsipeptides in Bloom-Forming Cyanobacteria^†

Nadine Ziemert

Humboldt University Berlin, Institute of Biology, Department of Molecular Ecology, Chausseestrasse 117, 10115 Berlin (Germany), Fax: (+49) 30-2093-8141

These authors contributed equally to this work.

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Keishi Ishida Dr.,

Keishi Ishida Dr.

Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry, 07745 Jena (Germany), Fax: (+49) 3641-532-0804

These authors contributed equally to this work.

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Anton Liaimer Dr.,

Anton Liaimer Dr.

Plant Physiology and Microbiology Group, Institute of Biology, University of Tromsø, 9037 (Norway)

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Christian Hertweck Prof. Dr.,

Christian Hertweck Prof. Dr.

[email protected]

Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry, 07745 Jena (Germany), Fax: (+49) 3641-532-0804

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Elke Dittmann Prof. Dr.,

Elke Dittmann Prof. Dr.

[email protected]

Humboldt University Berlin, Institute of Biology, Department of Molecular Ecology, Chausseestrasse 117, 10115 Berlin (Germany), Fax: (+49) 30-2093-8141

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Nadine Ziemert,

Nadine Ziemert

Humboldt University Berlin, Institute of Biology, Department of Molecular Ecology, Chausseestrasse 117, 10115 Berlin (Germany), Fax: (+49) 30-2093-8141

These authors contributed equally to this work.

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Keishi Ishida Dr.,

Keishi Ishida Dr.

Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry, 07745 Jena (Germany), Fax: (+49) 3641-532-0804

These authors contributed equally to this work.

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Anton Liaimer Dr.,

Anton Liaimer Dr.

Plant Physiology and Microbiology Group, Institute of Biology, University of Tromsø, 9037 (Norway)

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Christian Hertweck Prof. Dr.,

Christian Hertweck Prof. Dr.

[email protected]

Leibniz Institute for Natural Product Research and Infection Biology, HKI, Department of Biomolecular Chemistry, 07745 Jena (Germany), Fax: (+49) 3641-532-0804

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Elke Dittmann Prof. Dr.,

Elke Dittmann Prof. Dr.

[email protected]

Humboldt University Berlin, Institute of Biology, Department of Molecular Ecology, Chausseestrasse 117, 10115 Berlin (Germany), Fax: (+49) 30-2093-8141

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First published: 22 September 2008

https://doi.org/10.1002/anie.200802730

Citations: 137

^†

We thank M.-G. Schwinger for E. coli mass culture, Dr. R. Winkler and M. Pötsch for MALDI-TOF analyses, A. Perner for HRMS and HPLC/MS measurements, R. Günther, K. Hinrichs, and J. Müller for their assistance with the molecular work, and U. Newen, Leibniz-Institute for Freshwater Ecology and Inland Fisheries, Berlin. Financial support by the Leibniz Gemeinschaft, the DFG (ILRS, JSMC, SPP1152) and the German–Israeli Foundation (GIF) is gratefully acknowledged.

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Graphical Abstract

Decoding biosynthesis: Cage-like depsipeptides have been investigated by a combination of genetic and chemical analyses. Heterologous expression and MALDI-PSD studies reveal that the cyanobacterial protease inhibitors microviridin B and J are synthesized from ribosomally produced prepeptides that are transformed into tricyclic depsipeptides by ATP grasp ligases and processed by a transporter peptidase.

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Volume47, Issue40

September 22, 2008

Pages 7756-7759

Ribosomal Synthesis of Tricyclic Depsipeptides in Bloom-Forming Cyanobacteria^†

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Ribosomal Synthesis of Tricyclic Depsipeptides in Bloom-Forming Cyanobacteria†

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Ribosomal Synthesis of Tricyclic Depsipeptides in Bloom-Forming Cyanobacteria^†