Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica
Microcystins are hepatotoxic cyclic peptides produced by several cyanobacterial genera worldwide. In 2008, our research group identified eight new glycine-containing microcystin congeners in two hydro-terrestrial mat samples from the McMurdo Dry Valleys of Eastern Antarctica. During the present stud...
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ftunivwaikato:oai:researchcommons.waikato.ac.nz:10289/9328 2024-02-11T09:58:37+01:00 Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica Puddick, Jonathan Prinsep, Michèle R. Wood, Susanna A. Cary, S. Craig Hamilton, David P. Holland, Patrick T. Switzerland 2015-02-10 application/pdf https://hdl.handle.net/10289/9328 https://doi.org/10.3390/toxins7020493 en eng MDPI AG http://www.mdpi.com/2072-6651/7/2/493 Toxins Puddick, J., Prinsep, M. R., Wood, S. A., Cary, S. C., Hamilton, D. P., & Holland, P. T. (2015). Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica. Toxins, 7(2), 493–515. http://doi.org/10.3390/toxins7020493 https://hdl.handle.net/10289/9328 doi:10.3390/toxins7020493 2072-6651 © 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/). amino acid analysis Antarctica mass spectrometry microcystin thiol derivatization Journal Article 2015 ftunivwaikato https://doi.org/10.3390/toxins7020493 2024-01-23T18:25:26Z Microcystins are hepatotoxic cyclic peptides produced by several cyanobacterial genera worldwide. In 2008, our research group identified eight new glycine-containing microcystin congeners in two hydro-terrestrial mat samples from the McMurdo Dry Valleys of Eastern Antarctica. During the present study, high-resolution mass spectrometry, amino acid analysis and micro-scale thiol derivatization were used to further elucidate their structures. The Antarctic microcystin congeners contained the rare substitution of the position-1 D-alanine for glycine, as well as the acetyl desmethyl modification of the position-5 Adda moiety (3S-amino-9S-methoxy-2S,6,8S-trimethyl-10-phenyldeca-4E,6E-dienoic acid). Amino acid analysis was used to determine the stereochemistry of several of the amino acids and conclusively demonstrated the presence of glycine in the microcystins. A recently developed thiol derivatization technique showed that each microcystin contained dehydrobutyrine in position-7 instead of the commonly observed N-methyl dehydroalanine. Article in Journal/Newspaper Antarc* Antarctic Antarctica McMurdo Dry Valleys The University of Waikato: Research Commons Antarctic McMurdo Dry Valleys The Antarctic Toxins 7 2 493 515 |
institution |
Open Polar |
collection |
The University of Waikato: Research Commons |
op_collection_id |
ftunivwaikato |
language |
English |
topic |
amino acid analysis Antarctica mass spectrometry microcystin thiol derivatization |
spellingShingle |
amino acid analysis Antarctica mass spectrometry microcystin thiol derivatization Puddick, Jonathan Prinsep, Michèle R. Wood, Susanna A. Cary, S. Craig Hamilton, David P. Holland, Patrick T. Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica |
topic_facet |
amino acid analysis Antarctica mass spectrometry microcystin thiol derivatization |
description |
Microcystins are hepatotoxic cyclic peptides produced by several cyanobacterial genera worldwide. In 2008, our research group identified eight new glycine-containing microcystin congeners in two hydro-terrestrial mat samples from the McMurdo Dry Valleys of Eastern Antarctica. During the present study, high-resolution mass spectrometry, amino acid analysis and micro-scale thiol derivatization were used to further elucidate their structures. The Antarctic microcystin congeners contained the rare substitution of the position-1 D-alanine for glycine, as well as the acetyl desmethyl modification of the position-5 Adda moiety (3S-amino-9S-methoxy-2S,6,8S-trimethyl-10-phenyldeca-4E,6E-dienoic acid). Amino acid analysis was used to determine the stereochemistry of several of the amino acids and conclusively demonstrated the presence of glycine in the microcystins. A recently developed thiol derivatization technique showed that each microcystin contained dehydrobutyrine in position-7 instead of the commonly observed N-methyl dehydroalanine. |
format |
Article in Journal/Newspaper |
author |
Puddick, Jonathan Prinsep, Michèle R. Wood, Susanna A. Cary, S. Craig Hamilton, David P. Holland, Patrick T. |
author_facet |
Puddick, Jonathan Prinsep, Michèle R. Wood, Susanna A. Cary, S. Craig Hamilton, David P. Holland, Patrick T. |
author_sort |
Puddick, Jonathan |
title |
Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica |
title_short |
Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica |
title_full |
Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica |
title_fullStr |
Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica |
title_full_unstemmed |
Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica |
title_sort |
further characterization of glycine-containing microcystins from the mcmurdo dry valleys of antarctica |
publisher |
MDPI AG |
publishDate |
2015 |
url |
https://hdl.handle.net/10289/9328 https://doi.org/10.3390/toxins7020493 |
op_coverage |
Switzerland |
geographic |
Antarctic McMurdo Dry Valleys The Antarctic |
geographic_facet |
Antarctic McMurdo Dry Valleys The Antarctic |
genre |
Antarc* Antarctic Antarctica McMurdo Dry Valleys |
genre_facet |
Antarc* Antarctic Antarctica McMurdo Dry Valleys |
op_relation |
http://www.mdpi.com/2072-6651/7/2/493 Toxins Puddick, J., Prinsep, M. R., Wood, S. A., Cary, S. C., Hamilton, D. P., & Holland, P. T. (2015). Further characterization of glycine-containing microcystins from the McMurdo Dry Valleys of Antarctica. Toxins, 7(2), 493–515. http://doi.org/10.3390/toxins7020493 https://hdl.handle.net/10289/9328 doi:10.3390/toxins7020493 2072-6651 |
op_rights |
© 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/). |
op_doi |
https://doi.org/10.3390/toxins7020493 |
container_title |
Toxins |
container_volume |
7 |
container_issue |
2 |
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493 |
op_container_end_page |
515 |
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1790594314509746176 |