ArticleChembiochem : a European journal of chemical biology2016
Coupled Biosynthesis of Volatiles and Salinosporamide A in Salinispora tropica.
Article in Chembiochem : a European journal of chemical biology, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Microbispofurans A-C, plant growth-promoting furancarboxylic acids from plant root-derived Microbispora sp.The Journal of antibiotics · 2023Article
- Volatiles of the Apicomplexan Alga Chromera velia and Associated Bacteria.Chembiochem : a European journal of chemical biology · 2023Article
- Recent Advances of Marine Sponge-Associated Microorganisms as a Source of Commercially Viable Natural Products.Marine biotechnology (New York, N.Y.) · 2022Review
- Microbial volatile organic compounds in intra-kingdom and inter-kingdom interactions.Nature reviews. Microbiology · 2021Review
- Bacterial terpenome.Natural product reports · 2021Review
- Extending the Salinilactone Family.Chembiochem : a European journal of chemical biology · 2020Article
- Microorganisms in the phylloplane modulate the BVOC emissions ofPlant signaling & behavior · 2020Article
- Microbe-driven chemical ecology: past, present and future.The ISME journal · 2019Review
- Structural Elucidation of Trace Components Combining GC/MS, GC/IR, DFT-Calculation and Synthesis-Salinilactones, Unprecedented Bicyclic Lactones from Salinispora Bacteria.Angewandte Chemie (International ed. in English) · 2018Article
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5 authors.
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Abstract
Terrestrial bacteria, especially actinomycetes, are known to be prolific producers of volatile compounds. We show here that bacteria from ocean sediments can also release complex bouquets of volatiles. The actinomycete Salinispora tropica produces cyclohexenyl compounds not previously known in nature, such as methyl cyclohex-2-ene-1-carboxylate (9), methyl 2-(cyclohex-2-en-1-yl)acetate (10), methyl (E/Z)-2-(cyclohex-2-en-1-ylidene)acetate (11/12), and related alcohols 8 and 13. These compounds were identified by GC/MS and confirmed by synthesis. In addition, rare spiroacetals, aromatic compounds, short-chain acids and esters, alcohols, and various cyclic compounds were produced by the bacteria. The biosynthesis of the cyclohexenyl compounds is closely coupled to that of cyclohexenylalanine (4), a building block of salinosporamide A, a proteasome inhibitor produced by S. tropica. Analysis of S. tropica strains that harbor knockouts of the salinosporamide biosynthetic genes salX and salD, coupled with feeding experiments, revealed that 3-(cyclohex-2-en-1-yl)-2-oxopropanoic acid (60) and 3-(cyclohex-2-en-1-ylidene)-2-oxopropanoic acid (isomers 61 and 62) are important intermediates in the biosynthesis of salinosporamide A, 4, and 8-13.
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