Structural elucidation of cyanobacterial peptides encoded by peptide synthetase gene in Anabaena species

Fujii, Kiyonaga; Sivonen, Kaarina; Nakano, Tomoyo; Harada, Kenichi

doi:10.1016/s0040-4020(02)00747-0

Cited by 51 publications

(40 citation statements)

References 23 publications

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“…It has been reported that cyanobacteria could maintain their dominance through allelochemical interactions, inhibiting the growth of other phytoplankton (Schlegel et al, 1999;Burja et al, 2001;Fujii et al, 2002;Suikkanen et al, 2004Suikkanen et al, , 2005Engströ m-Ö st, 2009, 2011). The cell-free filtrates of one D. lemmermannii strain could decrease cell numbers of Rhodomonas sp.…”

Section: Internal Factors Favouring Dolichospermum Bloomsmentioning

confidence: 99%

An overview of diversity, occurrence, genetics and toxin production of bloom-forming Dolichospermum (Anabaena) species

Dreher

2016

Harmful Algae

158

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Section: Internal Factors Favouring Dolichospermum Bloomsmentioning

confidence: 99%

An overview of diversity, occurrence, genetics and toxin production of bloom-forming Dolichospermum (Anabaena) species

Dreher

2016

Harmful Algae

158

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“…APNs contain six amino acids: five of them form a cyclic structure with a sixth amino acid that is attached. The pentapeptide moiety has the common structure cyclo (D-Lys (Harada et al, 1995;Fujii et al, 2002). D-Lys 5 is the only non-variable amino acid in APN.…”

Section: Introductionmentioning

confidence: 99%

“…D-Lys 5 is the only non-variable amino acid in APN. APNs are synthesized by NRPS analogously to the MCs (Fujii et al, 2002).…”

Section: Introductionmentioning

confidence: 99%

Variation in peptide net production and growth among strains of the toxic cyanobacteriumPlanktothrixspp.

Kosol

Schmidt

Kurmayer

2009

European Journal of Phycology

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Cyanobacteria frequently form mass developments in surface waters. Populations consist of strains that differ in the production of bioactive peptides, e.g. microcystins (MC) inhibiting protein phosphatases 1 and 2A and anabaenopeptins (APN) inhibiting carboxypeptidases. Forty-nine strains (18 green-pigmented (phycocyanin-rich) P. agardhii strains and 31 redpigmented (phycoerythrin-rich) P. rubescens strains) of the filamentous cyanobacterium Planktothrix (Anagnostidis et Komare´k) were analysed for their MC and APN net production rates. These rates were compared with (i) the pigmentation, (ii) the proportion of extra-and intracellular peptide concentrations and (iii) the cellular growth rates under standardized laboratory conditions. Excluding the strains lacking MC and APN, the MC and APN contents varied up to 14-fold and 12-fold, each. The variation in minimum and maximum peptide content (0.32-4.51 mg MC mg À1 dry weight; 0.85-10.32 mg APN mg À1 dry weight) exceeded the variation found for chlorophyll a (4.8-16.9 mg mg À1 dry weight). The extracellular proportions of MC (0-62%) and APN (0-58%) varied among strains, however, on average, proportions of extracellular MC and APN were low (MC: 8.8 AE (1 SE) 1.9%, APN: 8.4 AE 1.8%). Among all strains cellular growth rates showed a 5-fold variation (0.07-0.33 doublings of dry weight.day À1) and were found independent of the pigmentation and the peptide net production rate. It is concluded that the MC and APN net production rate is not causally related to the cell-division cycle and the synthesis of highest amounts of MC and APN does not constrain cell division.Key words: cyanobacteria, cyanotoxins, freshwater phytoplankton, harmful algal bloom, growth rate, high performance liquid chromatography, Microcystis, water reservoir IntroductionBecause of their frequent occurrence in fresh water, toxin-producing cyanobacteria are considered to be a general threat to drinking water quality (Codd et al., 1999; WHO, 2004). Many of the studies dealing with toxin production have focused on microcystins (MC), cyclic heptapeptides inhibiting eukaryotic proteinphosphatase 1 and 2A. MCs are synthesized via non-ribosomal peptide synthetases (NRPS) and polyketide synthases (PKS) assembled into large multifunctional proteins encoded by the mcy gene cluster (Tillett et al., 2000). , where D-MeAsp is the non-proteinogenic amino acid D-erythro--iso-aspartic acid (methyl aspartate), Mdha is N-methyl-dehydroalanine and Adda is a -amino acid with a C 10 -chain: (2S, 3S, 8S, 9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid. X and Z represent variable L-amino acids in positions 2 and 4, respectively (Carmichael, 1992). Similar to MCs, anabaenopeptins (APN) have been reported to inhibit protein phosphatase 1 (APN A and B; Gkelis et al., 2006) as well as proteases such as carboxypeptidase A (APN G and H, Itou et al., 1999). APNs contain six amino acids: five of them form a cyclic structure with a sixth amino acid that is attached. The pentapeptide moiety has the common struct...

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“…Cyanobacteria produce an impressive diversity of secondary metabolites, where the major parts are identified as peptides, possessing peptidic substructures, or alkaloids (11,13).…”

Section: Introductionmentioning

confidence: 99%

A toxic cyanobacterial bloom in an urban coastal lake, Rio Grande do Sul state, Southern Brazil

Carvalho¹,

Pípole²,

Werner³

et al. 2008

Braz. J. Microbiol.

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Reports of cyanobacterial blooms developing worldwide have considerably increased, and, in most cases, the predominant toxins are microcystins. The present study reports a cyanobacterial bloom in Lake Violão, Torres, Rio Grande do Sul State, in January 2005. Samples collected on January 13, 2005, were submitted to taxonomical, toxicological, and chemical studies. The taxonomical analysis showed many different species of cyanobacteria, and that Microcystis protocystis and Sphaerocavum cf. brasiliense were dominant. Besides these, Microcystis panniformis, Anabaena oumiana, Cylindrospermopsis raciborskii, and Anabaenopsis elenkinii f. circularis were also present. The toxicity of the bloom was confirmed through intraperitoneal tests in mice, and chemical analyses of bloom extracts showed that the major substance was anabaenopeptin F, followed by anabaenopeptin B, microcystin-LR, and microcystin-RR.

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Structural elucidation of cyanobacterial peptides encoded by peptide synthetase gene in Anabaena species

Cited by 51 publications

References 23 publications

An overview of diversity, occurrence, genetics and toxin production of bloom-forming Dolichospermum (Anabaena) species

An overview of diversity, occurrence, genetics and toxin production of bloom-forming Dolichospermum (Anabaena) species

Variation in peptide net production and growth among strains of the toxic cyanobacteriumPlanktothrixspp.

A toxic cyanobacterial bloom in an urban coastal lake, Rio Grande do Sul state, Southern Brazil

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