Formicamycins, antibacterial polyketides produced by Streptomyces formicae isolated from African Tetraponera plant-ants

Qin, Zhiwei; Munnoch, John; Devine, Rebecca; Holmes, Neil A.; Seipke, Ryan F.; Wilkinson, Karl A.; Wilkinson, Barrie; Hutchings, Matthew I.

doi:10.1039/c6sc04265a

Cited by 123 publications

(185 citation statements)

References 29 publications

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“…If, on the other hand, chemical compounds are responsible, these may inspire chemical engineers to design new anti-pathogenic compounds that may protect plants without the presence of the ants themselves. At present, antibiotics that are effective against multi-resistant human pathogens are being discovered on ants (Qin et al 2017). Similar possibilities can be pursued in plant protection.…”

Section: Discussionmentioning

confidence: 99%

Ants suppressing plant pathogens: a review

Offenberg

Damgaard

2019

Oikos

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Ant–plant mutualisms are usually regarded as driven by ants defending plants against herbivores in return for plant‐produced food rewards and housing. However, ants may provide additional services. In a review of published studies on ant–pathogen–plant interactions, we investigated whether ants’ extensive hygiene measures, including the use of ant‐produced antibiotics, extend to their host plants and reduce plant pathogen loads. From 30 reported species combinations, we found that the presence of ants lead to reduced pathogen levels in 18 combinations and to increased levels in 6. On average, ants significantly reduced pathogen incidence with 59%. This effect size did not differ significantly from effect sizes reported from meta‐analyses on herbivore protection. Thus, pathogen and herbivore protection could be of equal importance in ant–plant mutualisms. Considering the abundance of these interactions, ecological impacts are potentially high. Furthermore, awareness of this service may stimulate the development of new measures to control plant diseases in agriculture. It should be noted, though, that studies were biased toward tropical ant–plant symbioses and that the literature in the field is limited at present. Future research on plant pathogens is needed to enhance our understanding of ant–plant mutualisms and their evolution.

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Section: Discussionmentioning

confidence: 99%

Ants suppressing plant pathogens: a review

Offenberg

Damgaard

2019

Oikos

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“…The tridecaketide chain is here folded to provide a putative key intermediate for a final arene‐forming aldol condensation, thus resulting in the stereoselective formation of a rotationally restricted tetra‐ ortho ‐substituted aromatic polyketide (Scheme ). Decarboxylation and methylation steps conclude the biosynthesis of the axially chiral tri‐ ortho ‐substituted biaryl natural product fasamycin C, which was confirmed to be enantioenriched …”

Section: Biosynthesis Of Aromatic Polyketidesmentioning

confidence: 91%

“…Decarboxylation and methylations teps conclude the biosynthesis of the axially chiral triortho-substitutedb iaryl natural product fasamycin C, which was confirmed to be enantioenriched. [18] Stereoselective Arene-Forming Aldol Condensation:Atropisomeric Biaryls By adapting the mechanisticb lueprint of this biosynthetic machinery,w ed elineated the possibilities of stereoselective arene-forming aldol condensations as as yntheticc oncept. The generic reaction manifold is thus juxtaposedt oaprototypical arene-forming aldol condensation to the aromatic polyketide orsellinica cid (Scheme 4).…”

Section: Biosynthesis Of Aromatic Polyketidesmentioning

confidence: 99%

Stereoselective Arene‐Forming Aldol Condensation: Catalyst‐Controlled Synthesis of Axially Chiral Compounds

Witzig

Lotter

Fäseke

et al. 2017

Chemistry A European J

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The fundamental role that aldol chemistry adopts in various disciplines, such as stereoselective catalysis or the biosynthesis of aromatic polyketides, illustrates its exceptional versatility. On the one hand, numerous aldol addition reactions reliably transfer the stereochemical information from catalysts into various valuable products. On the other hand, countless aromatic polyketide natural products are produced by an ingenious biosynthetic machinery based on arene-forming aldol condensations. With the aim of complementing aldol methodology that controls stereocenter configuration, we recently combined these two tenets by investigating small-molecule-catalyzed aldol condensation reactions that stereoselectively form diverse axially chiral compounds through the construction of a new aromatic ring.

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“…One example is the use of the system for discovery and examination of the BGC encoding the antibiotics formicamycins in a new isolate Streptomyces formicae. [49] Using the pCRISPomyces-2 vector, which harbors both the codon-optimized Cas9 from S. pyogenes and the sgRNA cassette, the only type II polyketide synthase (PKS) BGC in S. formicae was deleted, resulting in a mutant incapable of producing any formicamycins. Using the same vector, the authors proceeded to elucidate the biosynthetic pathway by knocking out single genes in the putative BGC, and ultimately proposed a preliminary biosynthetic route for the production of this group of antibiotics.…”

Section: Molecular Tools For Streptomycetes Engineeringmentioning

confidence: 99%

“…Using the same vector, the authors proceeded to elucidate the biosynthetic pathway by knocking out single genes in the putative BGC, and ultimately proposed a preliminary biosynthetic route for the production of this group of antibiotics. [49] Similarly, CRISPR-Cas9 was used to determine that the LuxR family cluster-situated regulator FscRI was necessary for the activation of antimycins biosynthesis in Streptomyces albus S4. [50] Using this information, heterologous production of antimycins in S. coelicolor M1146 was achieved when the BGC was coexpressed with its activator FscRI.…”

Section: Molecular Tools For Streptomycetes Engineeringmentioning

confidence: 99%

Toward Systems Metabolic Engineering of Streptomycetes for Secondary Metabolites Production

Robertsen

Weber

Kim

et al. 2017

Biotechnology Journal

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Streptomycetes are known for their inherent ability to produce pharmaceutically relevant secondary metabolites. Discovery of medically useful, yet novel compounds has become a great challenge due to frequent rediscovery of known compounds and a consequent decline in the number of relevant clinical trials in the last decades. A paradigm shift took place when the first whole genome sequences of streptomycetes became available, from which silent or "cryptic" biosynthetic gene clusters (BGCs) were discovered. Cryptic BGCs reveal a so far untapped potential of the microorganisms for the production of novel compounds, which has spurred new efforts in understanding the complex regulation between primary and secondary metabolism. This new trend has been accompanied with development of new computational resources (genome and compound mining tools), generation of various high-quality omics data, establishment of molecular tools, and other strain engineering strategies. They all come together to enable systems metabolic engineering of streptomycetes, allowing more systematic and efficient strain development. In this review, the authors present recent progresses within systems metabolic engineering of streptomycetes for uncovering their hidden potential to produce novel compounds and for the improved production of secondary metabolites.

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Formicamycins, antibacterial polyketides produced by Streptomyces formicae isolated from African Tetraponera plant-ants

Abstract: Ant pharming: antibacterial polyketides from plant-ant associated bacteria.

Cited by 123 publications

References 29 publications

Ants suppressing plant pathogens: a review

Ants suppressing plant pathogens: a review

Stereoselective Arene‐Forming Aldol Condensation: Catalyst‐Controlled Synthesis of Axially Chiral Compounds

Toward Systems Metabolic Engineering of Streptomycetes for Secondary Metabolites Production

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