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Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80 |
Timo H. J. Niedermeyer1,2, Peter Schmieder3, Rainer Kurmayer4 |
1. Cyano Biotech GmbH, Magnusstr. 11, 12489 Berlin, Germany; 2. nterfaculty Institute for Microbiology and Infection Medicine Tübingen, Eberhard Karls University Tübingen, Auf der Morgenstelle 28, 72076 Tübingen, Germany; 3. Leibniz Institut für Molekulare Pharmakologie, Robert-Rössle-Str. 10, 13125 Berlin, Germany; 4. Research Institute for Limnology, University of Innsbruck, Mondseestrasse 9, 5310 Mondsee, Austria |
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Abstract Three minor microcystins have been isolated from a Planktothrix rubescens strain. Their structures have been elucidated by one-and two-dimensional NMR spectroscopy and high-resolution tandem mass spectrometry as the compounds[Asp3,(E)-Dhb7]MC-LY(1), [Asp3,(E)-Dhb7]MC-HtyW(2), and[Asp3,(E)-Dhb7]MC-LW(3). The amino acids found at the variable positions 2 and 4 of the microcystin core structure are in accordance with the predicted amino acid substrate activation selectivities of the non-ribosomal peptide synthetases McyA and McyB described earlier for this strain. All structural microcystin variants produced by this strain were shown to inhibit protein phosphatase 1 in the nanomolar range.
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Keywords
Planktothrix
Cyanobacteria
Microcystins
Protein phosphatase inhibition
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Fund:TN thanks Cyano Biotech GmbH for support and permission to publish this manuscript. We thank R. Lethaus-Weiß for her help in cultivating the strain and extracting the biomass. K. Moosbrugger performed the PP-1 inhibition assay. Part of this work has been supported by the German Federal Ministry of Economics and Technology(KF2766301SB0), the Leibniz-Institut für Molekulare Phamakologie(FMP), the Austrian Science Fund(P24070), and the Austrian Climate Research Program(ACRP) project RADICAL(Risk Analysis of Direct and Indirect Climate effects on deep Austrian Lake Ecosystems). Support from M. Beerbaum(FMP) and W. Bermel(Bruker Biospin, Karlsruhe) in all NMRspectroscopic questions is gratefully acknowledged. |
Issue Date: 11 February 2018
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