ArticleNature communications2019
Cyanobacterial antimetabolite 7-deoxy-sedoheptulose blocks the shikimate pathway to inhibit the growth of prototrophic organisms.
Article in Nature communications, 2019. 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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Who cites it
31 citing papers in PubMed, 81 citations in OpenAlex.
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- Enzymatic Upgrading of Biomass-Derived Aldoses to Rare Deoxy Ketoses Catalyzed by Transketolase Variants.ChemSusChem · 2025Article
- Dihydroorotate dehydrogenase as a herbicide target.Proceedings of the National Academy of Sciences of the United States of America · 2023Article
- Metabolite interactions in the bacterial Calvin cycle and implications for flux regulation.Communications biology · 2023Article
- Bioactive Compounds with Pesticide Activities Derived from Aged Cultures of Green Microalgae.Biology · 2023Article
- Investigations into Simplified Analogues of the Herbicidal Natural Product (+)-Cornexistin.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Cyanobacteria: A Promising Source of Antifungal Metabolites.Marine drugs · 2023Review
- Hybrid Chemoenzymatic Synthesis of CChembiochem : a European journal of chemical biology · 2022Article
- Algae and Their Metabolites as Potential Bio-Pesticides.Microorganisms · 2022Review
- Deciphering the structure ofComputational and structural biotechnology journal · 2022Article
- Revisiting the role of cyanobacteria-derived metabolites as antimicrobial agent: A 21st century perspective.Frontiers in microbiology · 2022Review
- Leaf nodule endosymbiotic Burkholderia confer targeted allelopathy to their Psychotria hosts.Scientific reports · 2021Article
- Bioactive Metabolites Produced by Cyanobacteria for Growth Adaptation and Their Pharmacological Properties.Biology · 2021Review
- NICEdrug.ch, a workflow for rational drug design and systems-level analysis of drug metabolism.eLife · 2021Article
- Heterologous production of cyanobacterial compounds.Journal of industrial microbiology & biotechnology · 2021Review
Corrections and comments
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Authors and funding
9 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Antimetabolites are small molecules that inhibit enzymes by mimicking physiological substrates. We report the discovery and structural elucidation of the antimetabolite 7-deoxy-sedoheptulose (7dSh). This unusual sugar inhibits the growth of various prototrophic organisms, including species of cyanobacteria, Saccharomyces, and Arabidopsis. We isolate bioactive 7dSh from culture supernatants of the cyanobacterium Synechococcus elongatus. A chemoenzymatic synthesis of 7dSh using S. elongatus transketolase as catalyst and 5-deoxy-D-ribose as substrate allows antimicrobial and herbicidal bioprofiling. Organisms treated with 7dSh accumulate 3-deoxy-D-arabino-heptulosonate 7-phosphate, which indicates that the molecular target is 3-dehydroquinate synthase, a key enzyme of the shikimate pathway, which is absent in humans and animals. The herbicidal activity of 7dSh is in the low micromolar range. No cytotoxic effects on mammalian cells have been observed. We propose that the in vivo inhibition of the shikimate pathway makes 7dSh a natural antimicrobial and herbicidal agent.
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