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All living organisms depend on iron as an essential cofactor for indispensable enzymes. However, the sources of bioavailable iron are often limited.
Tomáš Galica; Nicola Borbone; Jan Mareš; Andreja Kust; Alessia Caso; Germana Esposito; Kumar Saurav; Jan Hájek; Klára Řeháková; Petra Urajová; Valeria Costantino; Pavel Hrouzek. Cyanochelins, an Overlooked Class of Widely Distributed Cyanobacterial Siderophores, Discovered by Silent Gene Cluster Awakening. Applied and Environmental Microbiology 2021, 87, 1 .
AMA StyleTomáš Galica, Nicola Borbone, Jan Mareš, Andreja Kust, Alessia Caso, Germana Esposito, Kumar Saurav, Jan Hájek, Klára Řeháková, Petra Urajová, Valeria Costantino, Pavel Hrouzek. Cyanochelins, an Overlooked Class of Widely Distributed Cyanobacterial Siderophores, Discovered by Silent Gene Cluster Awakening. Applied and Environmental Microbiology. 2021; 87 (17):1.
Chicago/Turabian StyleTomáš Galica; Nicola Borbone; Jan Mareš; Andreja Kust; Alessia Caso; Germana Esposito; Kumar Saurav; Jan Hájek; Klára Řeháková; Petra Urajová; Valeria Costantino; Pavel Hrouzek. 2021. "Cyanochelins, an Overlooked Class of Widely Distributed Cyanobacterial Siderophores, Discovered by Silent Gene Cluster Awakening." Applied and Environmental Microbiology 87, no. 17: 1.
Vacuolar myelinopathy is a fatal neurological disease that was initially discovered during a mysterious mass mortality of bald eagles in Arkansas in the United States. The cause of this wildlife disease has eluded scientists for decades while its occurrence has continued to spread throughout freshwater reservoirs in the southeastern United States. Recent studies have demonstrated that vacuolar myelinopathy is induced by consumption of the epiphytic cyanobacterial species Aetokthonos hydrillicola growing on aquatic vegetation, primarily the invasive Hydrilla verticillata. Here, we describe the identification, biosynthetic gene cluster, and biological activity of aetokthonotoxin, a pentabrominated biindole alkaloid that is produced by the cyanobacterium A. hydrillicola. We identify this cyanobacterial neurotoxin as the causal agent of vacuolar myelinopathy and discuss environmental factors—especially bromide availability—that promote toxin production.
Steffen Breinlinger; Tabitha J. Phillips; Brigette N. Haram; Jan Mareš; José A. Martínez Yerena; Pavel Hrouzek; Roman Sobotka; W. Matthew Henderson; Peter Schmieder; Susan M. Williams; James D. Lauderdale; H. Dayton Wilde; Wesley Gerrin; Andreja Kust; John W. Washington; Christoph Wagner; Benedikt Geier; Manuel Liebeke; Heike Enke; Timo H. J. Niedermeyer; Susan B. Wilde. Hunting the eagle killer: A cyanobacterial neurotoxin causes vacuolar myelinopathy. Science 2021, 371, eaax9050 .
AMA StyleSteffen Breinlinger, Tabitha J. Phillips, Brigette N. Haram, Jan Mareš, José A. Martínez Yerena, Pavel Hrouzek, Roman Sobotka, W. Matthew Henderson, Peter Schmieder, Susan M. Williams, James D. Lauderdale, H. Dayton Wilde, Wesley Gerrin, Andreja Kust, John W. Washington, Christoph Wagner, Benedikt Geier, Manuel Liebeke, Heike Enke, Timo H. J. Niedermeyer, Susan B. Wilde. Hunting the eagle killer: A cyanobacterial neurotoxin causes vacuolar myelinopathy. Science. 2021; 371 (6536):eaax9050.
Chicago/Turabian StyleSteffen Breinlinger; Tabitha J. Phillips; Brigette N. Haram; Jan Mareš; José A. Martínez Yerena; Pavel Hrouzek; Roman Sobotka; W. Matthew Henderson; Peter Schmieder; Susan M. Williams; James D. Lauderdale; H. Dayton Wilde; Wesley Gerrin; Andreja Kust; John W. Washington; Christoph Wagner; Benedikt Geier; Manuel Liebeke; Heike Enke; Timo H. J. Niedermeyer; Susan B. Wilde. 2021. "Hunting the eagle killer: A cyanobacterial neurotoxin causes vacuolar myelinopathy." Science 371, no. 6536: eaax9050.
Man-made shallow fishponds in the Czech Republic have been facing high eutrophication since the 1950s. Anthropogenic eutrophication and feeding of fish have strongly affected the physicochemical properties of water and its aquatic community composition, leading to harmful algal bloom formation. In our current study, we characterized the phytoplankton community across three eutrophic ponds to assess the phytoplankton dynamics during the vegetation season. We microscopically identified and quantified 29 cyanobacterial taxa comprising non-toxigenic and toxigenic species. Further, a detailed cyanopeptides (CNPs) profiling was performed using molecular networking analysis of liquid chromatography-tandem mass spectrometry (LC-MS/MS) data coupled with a dereplication strategy. This MS networking approach, coupled with dereplication, on the online global natural product social networking (GNPS) web platform led us to putatively identify forty CNPs: fourteen anabaenopeptins, ten microcystins, five cyanopeptolins, six microginins, two cyanobactins, a dipeptide radiosumin, a cyclooctapeptide planktocyclin, and epidolastatin 12. We applied the binary logistic regression to estimate the CNPs producers by correlating the GNPS data with the species abundance. The usage of the GNPS web platform proved a valuable approach for the rapid and simultaneous detection of a large number of peptides and rapid risk assessments for harmful blooms.
Andreja Kust; Klára Řeháková; Jaroslav Vrba; Vincent Maicher; Jan Mareš; Pavel Hrouzek; Maria-Cecilia Chiriac; Zdeňka Benedová; Blanka Tesařová; Kumar Saurav. Insight into Unprecedented Diversity of Cyanopeptides in Eutrophic Ponds Using an MS/MS Networking Approach. Toxins 2020, 12, 561 .
AMA StyleAndreja Kust, Klára Řeháková, Jaroslav Vrba, Vincent Maicher, Jan Mareš, Pavel Hrouzek, Maria-Cecilia Chiriac, Zdeňka Benedová, Blanka Tesařová, Kumar Saurav. Insight into Unprecedented Diversity of Cyanopeptides in Eutrophic Ponds Using an MS/MS Networking Approach. Toxins. 2020; 12 (9):561.
Chicago/Turabian StyleAndreja Kust; Klára Řeháková; Jaroslav Vrba; Vincent Maicher; Jan Mareš; Pavel Hrouzek; Maria-Cecilia Chiriac; Zdeňka Benedová; Blanka Tesařová; Kumar Saurav. 2020. "Insight into Unprecedented Diversity of Cyanopeptides in Eutrophic Ponds Using an MS/MS Networking Approach." Toxins 12, no. 9: 561.
Heterocytous cyanobacteria are among the most prolific sources of bioactive secondary metabolites, including anabaenopeptins (APTs). A terrestrial filamentous Brasilonema sp. CT11 collected in Costa Rica bamboo forest as a black mat, was studied using a multidisciplinary approach: genome mining and HPLC-HRMS/MS coupled with bioinformatic analyses. Herein, we report the nearly complete genome consisting of 8.79 Mbp with a GC content of 42.4%. Moreover, we report on three novel tryptophan-containing APTs; anabaenopeptin 788 (1), anabaenopeptin 802 (2), and anabaenopeptin 816 (3). Furthermore, the structure of two homologues, i.e., anabaenopeptin 802 (2a) and anabaenopeptin 802 (2b), was determined by spectroscopic analysis (NMR and MS). Both compounds were shown to exert weak to moderate antiproliferative activity against HeLa cell lines. This study also provides the unique and diverse potential of biosynthetic gene clusters and an assessment of the predicted chemical space yet to be discovered from this genus.
Subhasish Saha; Germana Esposito; Petra Urajová; Jan Mareš; Daniela Ewe; Alessia Caso; Markéta Macho; Kateřina Delawská; Andreja Kust; Pavel Hrouzek; Josef Juráň; Valeria Costantino; Kumar Saurav. Discovery of Unusual Cyanobacterial Tryptophan-Containing Anabaenopeptins by MS/MS-Based Molecular Networking. Molecules 2020, 25, 3786 .
AMA StyleSubhasish Saha, Germana Esposito, Petra Urajová, Jan Mareš, Daniela Ewe, Alessia Caso, Markéta Macho, Kateřina Delawská, Andreja Kust, Pavel Hrouzek, Josef Juráň, Valeria Costantino, Kumar Saurav. Discovery of Unusual Cyanobacterial Tryptophan-Containing Anabaenopeptins by MS/MS-Based Molecular Networking. Molecules. 2020; 25 (17):3786.
Chicago/Turabian StyleSubhasish Saha; Germana Esposito; Petra Urajová; Jan Mareš; Daniela Ewe; Alessia Caso; Markéta Macho; Kateřina Delawská; Andreja Kust; Pavel Hrouzek; Josef Juráň; Valeria Costantino; Kumar Saurav. 2020. "Discovery of Unusual Cyanobacterial Tryptophan-Containing Anabaenopeptins by MS/MS-Based Molecular Networking." Molecules 25, no. 17: 3786.
Man-made shallow fishponds in the Czech Republic have been facing a high eutrophication since 1950s. Anthropogenic eutrophication and feeding of fish have strongly affected the physico-chemical properties of water and its aquatic community composition leading to harmful algal bloom formation. In our current study, we have characterised the phytoplankton community across three hypertrophic ponds to assess the phytoplankton dynamics during the vegetation season. We microscopically identified and quantified 29 cyanobacterial taxa comprised of non-toxigenic and toxigenic species. Further, a detailed cyanopeptides (CNPs) profiling was performed using molecular networking analysis of liquid chromatography tandem mass spectrometry (LC–MS/MS) data coupled with dereplication strategy. This MS networking approach coupled with dereplication on online global natural product social networking (GNPS) web platform led us to putatively identify forty CNPs: fourteen anabaenopeptins, ten microcystins, five cyanopeptolins, six microginins, two cyanobactins, a dipeptide radiosumin, a cyclooctapeptide planktocyclin and epidolastatin12. We have applied the binary logistic regression to estimate the CNPs producer by correlating the GNPS data with the species abundance. Usage of The combination of molecular networking and dereplication on online global natural product social networking (GNPS) web platform has proved as a valuable approach for rapid and simultaneous detection of high number of peptides, and rapidly assessing the risk for harmful bloom.
Andreja Kust; Klára Řeháková; Jaroslav Vrba; Vincent Maicher; Jan Mareš; Pavel Hrouzek; Cecilia Chiriac; Zdeňka Benedová; Blanka Tesařová; Kumar Saurav. Insight Into Unprecedented Diversity of Cyanopeptides in Eutrophic Ponds Using a MS/MS Networking Approach. 2020, 1 .
AMA StyleAndreja Kust, Klára Řeháková, Jaroslav Vrba, Vincent Maicher, Jan Mareš, Pavel Hrouzek, Cecilia Chiriac, Zdeňka Benedová, Blanka Tesařová, Kumar Saurav. Insight Into Unprecedented Diversity of Cyanopeptides in Eutrophic Ponds Using a MS/MS Networking Approach. . 2020; ():1.
Chicago/Turabian StyleAndreja Kust; Klára Řeháková; Jaroslav Vrba; Vincent Maicher; Jan Mareš; Pavel Hrouzek; Cecilia Chiriac; Zdeňka Benedová; Blanka Tesařová; Kumar Saurav. 2020. "Insight Into Unprecedented Diversity of Cyanopeptides in Eutrophic Ponds Using a MS/MS Networking Approach." , no. : 1.
Heterocytous cyanobacteria are among the most prolific source of bioactive secondary metabolites, including anabaenopeptins (APTs). A terrestrial filamentous Brasilonema sp. CT11 collected in Costa Rica bamboo forest, as black mat was studied using a multidisciplinary approach: genome mining and HPLC-HRMS/MS coupled with bionformatic analyses. Herein, we report the nearly complete genome consisting 8.79 Mbp with a GC content of 42.4%. Moreover, we report on three novel tryptophane-containing APTs; anabaenopeptin 788 (1), anabaenopeptin 802 (2) and anabaenopeptin 816 (3). Further, the structure of two homologues, i.e., anabaenopeptin 802 (2a) and anabaenopeptin 802 (2b) was determined by spectroscopic analysis (NMR and MS). Both compounds were shown to exert weak to moderate antiproliferative activity against HeLa cell lines. This study also provides the unique and diverse potential of biosynthetic gene clusters and an assessment of the predicted chemical space yet to be discovered from this genus.
Subhasish Saha; Germana Esposito; Petra Urajova; Jan Mareš; Daniela Ewe; Alessia Caso; Marketa Macho; Katerina Delawska; Andreja Kust; Pavel Hrouzek; Josef Juran; Valeria Costantino; Kumar Saurav. Discovery of Unusual Cyanobacterial Tryptophan-containing Anabaenopeptins by MS/MS Based Molecular Networking. 2020, 1 .
AMA StyleSubhasish Saha, Germana Esposito, Petra Urajova, Jan Mareš, Daniela Ewe, Alessia Caso, Marketa Macho, Katerina Delawska, Andreja Kust, Pavel Hrouzek, Josef Juran, Valeria Costantino, Kumar Saurav. Discovery of Unusual Cyanobacterial Tryptophan-containing Anabaenopeptins by MS/MS Based Molecular Networking. . 2020; ():1.
Chicago/Turabian StyleSubhasish Saha; Germana Esposito; Petra Urajova; Jan Mareš; Daniela Ewe; Alessia Caso; Marketa Macho; Katerina Delawska; Andreja Kust; Pavel Hrouzek; Josef Juran; Valeria Costantino; Kumar Saurav. 2020. "Discovery of Unusual Cyanobacterial Tryptophan-containing Anabaenopeptins by MS/MS Based Molecular Networking." , no. : 1.
Anatoxin-a, homoanatoxin-a, and dihydroanatoxin-a are potent cyanobacterial neurotoxins. They are biosynthesized in cyanobacteria from proline and acetate by a pathway involving three polyketide synthases. We report the identification of carboxy-anatoxin-a, carboxy-homoanatoxin-a, and carboxy-dihydroanatoxin-a in acidic extracts of Cuspidothrix issatschenkoi CHARLIE-1, Oscillatoria sp. PCC 6506, and Cylindrospermum stagnale PCC 7417, respectively, using liquid chromatography coupled to mass spectrometry. The structure of these carboxy derivatives was confirmed by mass spectrometry and by isotopic incorporation experiments using labeled proline and acetate. Each of these three cyanobacteria only produce one carboxy-anatoxin, suggesting that these metabolites are the product of the hydrolysis by AnaA, the type II thioesterase, of the thioesters bound to AnaG, the last polyketide synthase of the pathway. By measuring the rate of isotopic incorporation of labeled proline into carboxy-homoanatoxin-a and homoanatoxin-a produced by Oscillatoria sp. PCC 6506, we show that carboxy-homoanatoxin-a is the intracellular precursor of homoanatoxin-a, and that homoanatoxin-a is then excreted into the extracellular medium. The transformation of carboxy-homoanatoxin-a into homoanatoxin-a is a very slow two-step process, with accumulation of carboxy-homoanatoxin-a, suggesting that the decarboxylation is spontaneous and not enzymatically catalyzed. However, an unidentified and extracellular catalyst accelerates the decarboxylation when the cell extracts are prepared at neutral pH.
Andreja Kust; Annick Méjean; Olivier Ploux. Biosynthesis of Anatoxins in Cyanobacteria: Identification of the Carboxy-anatoxins as the Penultimate Biosynthetic Intermediates. Journal of Natural Products 2020, 83, 142 -151.
AMA StyleAndreja Kust, Annick Méjean, Olivier Ploux. Biosynthesis of Anatoxins in Cyanobacteria: Identification of the Carboxy-anatoxins as the Penultimate Biosynthetic Intermediates. Journal of Natural Products. 2020; 83 (1):142-151.
Chicago/Turabian StyleAndreja Kust; Annick Méjean; Olivier Ploux. 2020. "Biosynthesis of Anatoxins in Cyanobacteria: Identification of the Carboxy-anatoxins as the Penultimate Biosynthetic Intermediates." Journal of Natural Products 83, no. 1: 142-151.
Benthic cyanobacteria recognized as producers of natural products, including cyanotoxins, have been neglected for systematic toxicological studies. Thus, we have performed a broad study investigating cyanotoxin potential of 311 non-planktic nostocacean representatives combining molecular and chemical analyses. Out of these, a single strain Nostoc sp. Treb K1/5, was identified as a new microcystin producer. Microcystins [Asp]MC-YR, [Asp]MC-FR, [Asp]MC-HtyR and Ala-Leu/Ile-Asp-Arg-Adda-Glu-Mdha are reported for the first time from the genus Nostoc. All the studied strains were also analyzed for the occurrence of nodularins, cylindrospermopsin and (homo)anatoxin-a, yet no novel producer has been discovered. Our findings indicate rare occurrence of the common cyanotoxins in non-planktic nostocaceae which is in contrast with frequent reports of cyanotoxin producers among phylogenetically closely related planktic cyanobacteria.
Andreja Kust; Petra Urajová; Pavel Hrouzek; Dai Long Vu; Kateřina Čapková; Lenka Štenclová; Klára Řeháková; Eliška Kozlíková-Zapomělová; Olga Lepšová-Skácelová; Alena Lukešová; Jan Mareš. A new microcystin producing Nostoc strain discovered in broad toxicological screening of non-planktic Nostocaceae (cyanobacteria). Toxicon 2018, 150, 66 -73.
AMA StyleAndreja Kust, Petra Urajová, Pavel Hrouzek, Dai Long Vu, Kateřina Čapková, Lenka Štenclová, Klára Řeháková, Eliška Kozlíková-Zapomělová, Olga Lepšová-Skácelová, Alena Lukešová, Jan Mareš. A new microcystin producing Nostoc strain discovered in broad toxicological screening of non-planktic Nostocaceae (cyanobacteria). Toxicon. 2018; 150 ():66-73.
Chicago/Turabian StyleAndreja Kust; Petra Urajová; Pavel Hrouzek; Dai Long Vu; Kateřina Čapková; Lenka Štenclová; Klára Řeháková; Eliška Kozlíková-Zapomělová; Olga Lepšová-Skácelová; Alena Lukešová; Jan Mareš. 2018. "A new microcystin producing Nostoc strain discovered in broad toxicological screening of non-planktic Nostocaceae (cyanobacteria)." Toxicon 150, no. : 66-73.
The pederin family includes a number of bioactive compounds isolated from symbiotic organisms of diverse evolutionary origin. Pederin is linked to beetle-induced dermatitis in humans and pederin family members possess potent antitumor activity caused by selective inhibition of the eukaryotic ribosome. Their biosynthesis is accomplished by a polyketide/non-ribosomal peptide synthetase machinery employing an unusual trans-acyltransferase mechanism. Here we report a novel pederin type compound, cusperin, from the free-living cyanobacterium Cuspidothrix issatschenkoi (earlier Aphanizomenon). The chemical structure of cusperin is similar to that of nosperin recently isolated from the lichen cyanobiont Nostoc sharing the tehrahydropyran moiety and major part of the linear backbone. However, the cusperin molecule is extended by a glycine residue and lacks one hydroxyl substituent. Pederins were previously thought to be exclusive to symbiotic relationships. However, C. issatschenkoi is a non-symbiotic planktonic organism and a frequent component of toxic water blooms. Cusperin is devoid of the cytotoxic activity reported for other pederin family members. Hence, our findings raise questions about the role of pederin analogues in cyanobacteria and broaden the knowledge of ecological distribution of this group of polyketides.
Andreja Kust; Jan Mareš; Jouni Jokela; Petra Urajová; Jan Hájek; Kumar Saurav; Kateřina Voráčová; David P. Fewer; Esa Haapaniemi; Perttu Permi; Klára Řeháková; Kaarina Sivonen; Pavel Hrouzek. Discovery of a Pederin Family Compound in a Nonsymbiotic Bloom-Forming Cyanobacterium. ACS Chemical Biology 2018, 13, 1123 -1129.
AMA StyleAndreja Kust, Jan Mareš, Jouni Jokela, Petra Urajová, Jan Hájek, Kumar Saurav, Kateřina Voráčová, David P. Fewer, Esa Haapaniemi, Perttu Permi, Klára Řeháková, Kaarina Sivonen, Pavel Hrouzek. Discovery of a Pederin Family Compound in a Nonsymbiotic Bloom-Forming Cyanobacterium. ACS Chemical Biology. 2018; 13 (5):1123-1129.
Chicago/Turabian StyleAndreja Kust; Jan Mareš; Jouni Jokela; Petra Urajová; Jan Hájek; Kumar Saurav; Kateřina Voráčová; David P. Fewer; Esa Haapaniemi; Perttu Permi; Klára Řeháková; Kaarina Sivonen; Pavel Hrouzek. 2018. "Discovery of a Pederin Family Compound in a Nonsymbiotic Bloom-Forming Cyanobacterium." ACS Chemical Biology 13, no. 5: 1123-1129.