Cargando…

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)...

Descripción completa

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
_version_ 1782307741763633152
author Niedermeyer, Timo H. J.
Schmieder, Peter
Kurmayer, Rainer
author_facet Niedermeyer, Timo H. J.
Schmieder, Peter
Kurmayer, Rainer
author_sort Niedermeyer, Timo H. J.
collection PubMed
description 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.
format Online
Article
Text
id pubmed-3956966
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher Springer Berlin Heidelberg
record_format MEDLINE/PubMed
spelling pubmed-39569662014-03-21 Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80 Niedermeyer, Timo H. J. Schmieder, Peter Kurmayer, Rainer Nat Prod Bioprospect Original Article 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. Springer Berlin Heidelberg 2014-02-18 /pmc/articles/PMC3956966/ /pubmed/24660135 http://dx.doi.org/10.1007/s13659-013-0001-3 Text en © The Author(s) 2014 https://creativecommons.org/licenses/by/2.0/ This article is published under license to BioMed Central Ltd. Open AccessThis article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Original Article
Niedermeyer, Timo H. J.
Schmieder, Peter
Kurmayer, Rainer
Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80
title Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80
title_full Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80
title_fullStr Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80
title_full_unstemmed Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80
title_short Isolation of Microcystins from the Cyanobacterium Planktothrix rubescens Strain No80
title_sort isolation of microcystins from the cyanobacterium planktothrix rubescens strain no80
topic Original Article
url 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
work_keys_str_mv AT niedermeyertimohj isolationofmicrocystinsfromthecyanobacteriumplanktothrixrubescensstrainno80
AT schmiederpeter isolationofmicrocystinsfromthecyanobacteriumplanktothrixrubescensstrainno80
AT kurmayerrainer isolationofmicrocystinsfromthecyanobacteriumplanktothrixrubescensstrainno80