ArticlePloS one2014
A hybrid non-ribosomal peptide/polyketide synthetase containing fatty-acyl ligase (FAAL) synthesizes the β-amino fatty acid lipopeptides puwainaphycins in the Cyanobacterium Cylindrospermum alatosporum.
Article in PloS one, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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31 citing papers in PubMed, 69 citations in OpenAlex.
- Shared biosynthetic architectures generate diverse β-amino polyketide residues in cyanobacterial peptides.bioRxiv : the preprint server for biology · 2026Article
- Diversity of FAAL enzymes and prediction of their substrate specificity using FAALPred.Protein science : a publication of the Protein Society · 2026Article
- To multicellularity and back again: Description of two new coccoid genera (Portococcus gen. nov. and Pseudanabaenococcus gen. nov.) in the basal "filamentous" order Pseudanabaenales, Cyanobacteria.Journal of phycology · 2026Article
- Cyanochelin B: a cyanobacterium-produced siderophore with photolytic properties that negate iron monopolization in UV light.Applied and environmental microbiology · 2025Article
- Chemical diversity of cyanobacterial natural products.Natural product reports · 2025Review
- Integrated genome and metabolome mining unveiled structure and biosynthesis of novel lipopeptides from a deep-sea Rhodococcus.Microbial biotechnology · 2024Article
- Genome assembly, characterization, and mining of biosynthetic gene clusters (BGCs) fromFrontiers in genetics · 2024Article
- Cyanobacteria: A Promising Source of Antifungal Metabolites.Marine drugs · 2023Review
- Modifications of Acyl Carrier Protein-Bound Glycosylated Polyketides in Pactamycin Biosynthesis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Incorporation and modification of fatty acids in cyanobacterial natural products biosynthesis.Chemical communications (Cambridge, England) · 2023Review
- Biosynthesis of Lyngbyastatins 1 and 3, Cytotoxic Depsipeptides from anJournal of natural products · 2023Article
- Structure Elucidation, Total Synthesis, Antibacterial In Vivo Efficacy and Biosynthesis Proposal of Myxobacterial Corramycin.Angewandte Chemie (International ed. in English) · 2022Article
- Biosynthesis of the Unusual Carbon Skeleton of Nocuolin A.ACS chemical biology · 2022Article
- Fatty Acid Substitutions Modulate the Cytotoxicity of Puwainaphycins/Minutissamides Isolated from the Baltic Sea CyanobacteriumACS omega · 2022Article
- Acclimation response and ability of growth and photosynthesis of terrestrial cyanobacterium Cylindrospermum sp. strain FS 64 under combined environmental factors.Archives of microbiology · 2022Article
- Growth and photosynthesis acclimated response of the cyanobacterium Fischerella sp. FS 18 exposed to extreme conditions: alkaline pH, limited irradiance, and carbon dioxide concentration.Extremophiles : life under extreme conditions · 2021Article
- Bioactive Metabolites Produced by Cyanobacteria for Growth Adaptation and Their Pharmacological Properties.Biology · 2021Review
- Semi-synthetic puwainaphycin/minutissamide cyclic lipopeptides with improved antifungal activity and limited cytotoxicity.RSC advances · 2021Article
- Article
- Thirtieth Anniversary of the Discovery of Laxaphycins. Intriguing Peptides Keeping a Part of Their Mystery.Marine drugs · 2021Review
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5 authors at 2 institutions in 1 country.
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Abstract
A putative operon encoding the biosynthetic pathway for the cytotoxic cyanobacterial lipopeptides puwainphycins was identified in Cylindrospermum alatosporum. Bioinformatics analysis enabled sequential prediction of puwainaphycin biosynthesis; this process is initiated by the activation of a fatty acid residue via fatty acyl-AMP ligase and continued by a multidomain non-ribosomal peptide synthetase/polyketide synthetase. High-resolution mass spectrometry and nuclear magnetic resonance spectroscopy measurements proved the production of puwainaphycin F/G congeners differing in FA chain length formed by either 3-amino-2-hydroxy-4-methyl dodecanoic acid (4-methyl-Ahdoa) or 3-amino-2-hydroxy-4-methyl tetradecanoic acid (4-methyl-Ahtea). Because only one puwainaphycin operon was recovered in the genome, we suggest that the fatty acyl-AMP ligase and one of the amino acid adenylation domains (Asn/Gln) show extended substrate specificity. Our results provide the first insight into the biosynthesis of frequently occurring β-amino fatty acid lipopeptides in cyanobacteria, which may facilitate analytical assessment and development of monitoring tools for cytotoxic cyanobacterial lipopeptides.
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