The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity
The cyclotides are currently the largest known family of head-to-tail cyclic proteins. The complex structure of these small plant proteins, which consist of approximately 30 amino acid residues, contains both a circular peptide backbone and a cystine knot, the combination of which produces the cycli...
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ftunivqespace:oai:espace.library.uq.edu.au:UQ:175829 2023-05-15T15:14:41+02:00 The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity Herrman, Anders Burman, Robert Mylne, Joshua S. Karlsson, Gustav Gullbo, Joachim Craik, David J. Clark, Richard J. Goransson, Ulf G. P. Bolwell 2008-02-01 https://espace.library.uq.edu.au/view/UQ:175829 eng eng Elsevier doi:10.1016/j.phytochem.2007.10.023 issn:0031-9422 orcid:0000-0003-4957-6388 orcid:0000-0003-0007-6796 orcid:0000-0002-6807-5426 Viola biflora L Violaceae Arctic yellow-violet Two-flower violet Cyclotides Circular proteins cDNA screening Cytotoxicity MS/MS Anticancer 250399 Organic Chemistry not elsewhere classified C1 970103 Expanding Knowledge in the Chemical Sciences 060702 Plant Cell and Molecular Biology Journal Article 2008 ftunivqespace https://doi.org/10.1016/j.phytochem.2007.10.023 2020-10-19T22:39:52Z The cyclotides are currently the largest known family of head-to-tail cyclic proteins. The complex structure of these small plant proteins, which consist of approximately 30 amino acid residues, contains both a circular peptide backbone and a cystine knot, the combination of which produces the cyclic cystine knot motif. To date, cyclotides have been found in plants from the Rubiaceae, Violaceace and Cucurbitaceae families, and are believed to be part of the host defence system. In addition to their insecticidal effect, cyclotides have also been shown to be cytotoxic, anti-HIV, antimicrobial and haemolytic agents. In this study, we show that the alpine violet Viola biflora (Violaceae) is a rich source of cyclotides. The sequences of 11 cyclotides, vibi A-K, were determined by isolation and MS/MS sequencing of proteins and screening of a cDNA library of V. biflora in parallel. For the cDNA screening, a degenerate primer against a conserved (AAFALPA) motif in the cyclotide precursor ER signal sequence yielded a series of predicted cyclotide sequences that were correlated to those of the isolated proteins. There was an apparent discrepancy between the results of the two strategies as only one of the isolated proteins could be identified as a cDNA clone. Finally, to correlate amino acid sequence to cytotoxic potency, vibi D, E, G and H were analysed using a fluorometric microculture cytotoxicity assay using a lymphoma cell line. The IC50-values of the bracelet cyclotides vibi E, G and H ranged between 0.96 and 5.0 μM while the Möbius cyclotide vibi D was not cytotoxic at 30 μM. Article in Journal/Newspaper Arctic The University of Queensland: UQ eSpace Arctic Möbius ENVELOPE(164.217,164.217,-74.633,-74.633) Phytochemistry 69 4 939 952 |
institution |
Open Polar |
collection |
The University of Queensland: UQ eSpace |
op_collection_id |
ftunivqespace |
language |
English |
topic |
Viola biflora L Violaceae Arctic yellow-violet Two-flower violet Cyclotides Circular proteins cDNA screening Cytotoxicity MS/MS Anticancer 250399 Organic Chemistry not elsewhere classified C1 970103 Expanding Knowledge in the Chemical Sciences 060702 Plant Cell and Molecular Biology |
spellingShingle |
Viola biflora L Violaceae Arctic yellow-violet Two-flower violet Cyclotides Circular proteins cDNA screening Cytotoxicity MS/MS Anticancer 250399 Organic Chemistry not elsewhere classified C1 970103 Expanding Knowledge in the Chemical Sciences 060702 Plant Cell and Molecular Biology Herrman, Anders Burman, Robert Mylne, Joshua S. Karlsson, Gustav Gullbo, Joachim Craik, David J. Clark, Richard J. Goransson, Ulf The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity |
topic_facet |
Viola biflora L Violaceae Arctic yellow-violet Two-flower violet Cyclotides Circular proteins cDNA screening Cytotoxicity MS/MS Anticancer 250399 Organic Chemistry not elsewhere classified C1 970103 Expanding Knowledge in the Chemical Sciences 060702 Plant Cell and Molecular Biology |
description |
The cyclotides are currently the largest known family of head-to-tail cyclic proteins. The complex structure of these small plant proteins, which consist of approximately 30 amino acid residues, contains both a circular peptide backbone and a cystine knot, the combination of which produces the cyclic cystine knot motif. To date, cyclotides have been found in plants from the Rubiaceae, Violaceace and Cucurbitaceae families, and are believed to be part of the host defence system. In addition to their insecticidal effect, cyclotides have also been shown to be cytotoxic, anti-HIV, antimicrobial and haemolytic agents. In this study, we show that the alpine violet Viola biflora (Violaceae) is a rich source of cyclotides. The sequences of 11 cyclotides, vibi A-K, were determined by isolation and MS/MS sequencing of proteins and screening of a cDNA library of V. biflora in parallel. For the cDNA screening, a degenerate primer against a conserved (AAFALPA) motif in the cyclotide precursor ER signal sequence yielded a series of predicted cyclotide sequences that were correlated to those of the isolated proteins. There was an apparent discrepancy between the results of the two strategies as only one of the isolated proteins could be identified as a cDNA clone. Finally, to correlate amino acid sequence to cytotoxic potency, vibi D, E, G and H were analysed using a fluorometric microculture cytotoxicity assay using a lymphoma cell line. The IC50-values of the bracelet cyclotides vibi E, G and H ranged between 0.96 and 5.0 μM while the Möbius cyclotide vibi D was not cytotoxic at 30 μM. |
author2 |
G. P. Bolwell |
format |
Article in Journal/Newspaper |
author |
Herrman, Anders Burman, Robert Mylne, Joshua S. Karlsson, Gustav Gullbo, Joachim Craik, David J. Clark, Richard J. Goransson, Ulf |
author_facet |
Herrman, Anders Burman, Robert Mylne, Joshua S. Karlsson, Gustav Gullbo, Joachim Craik, David J. Clark, Richard J. Goransson, Ulf |
author_sort |
Herrman, Anders |
title |
The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity |
title_short |
The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity |
title_full |
The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity |
title_fullStr |
The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity |
title_full_unstemmed |
The alpine violet, Viola biflora, is a rich source of cyclotides with potent cytotoxicity |
title_sort |
alpine violet, viola biflora, is a rich source of cyclotides with potent cytotoxicity |
publisher |
Elsevier |
publishDate |
2008 |
url |
https://espace.library.uq.edu.au/view/UQ:175829 |
long_lat |
ENVELOPE(164.217,164.217,-74.633,-74.633) |
geographic |
Arctic Möbius |
geographic_facet |
Arctic Möbius |
genre |
Arctic |
genre_facet |
Arctic |
op_relation |
doi:10.1016/j.phytochem.2007.10.023 issn:0031-9422 orcid:0000-0003-4957-6388 orcid:0000-0003-0007-6796 orcid:0000-0002-6807-5426 |
op_doi |
https://doi.org/10.1016/j.phytochem.2007.10.023 |
container_title |
Phytochemistry |
container_volume |
69 |
container_issue |
4 |
container_start_page |
939 |
op_container_end_page |
952 |
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1766345109317615616 |