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Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80

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 [Asp(3),(E)-Dhb(7)]MC-LY (1), [Asp(3),(E)-Dhb(7)]MC-HtyW (2), and [Asp(3)...

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Detalles Bibliográficos
Autores principales: Niedermeyer, Timo H. J., Schmieder, Peter, Kurmayer, Rainer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3956966/
https://www.ncbi.nlm.nih.gov/pubmed/24660135
http://dx.doi.org/10.1007/s13659-013-0001-3
Descripción
Sumario: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 [Asp(3),(E)-Dhb(7)]MC-LY (1), [Asp(3),(E)-Dhb(7)]MC-HtyW (2), and [Asp(3),(E)-Dhb(7)]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. [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s13659-013-0001-3) contains supplementary material, which is available to authorized users.