scholarly journals Methylotroph Natural Product Identification by Inverse Stable Isotopic Labeling

2021 ◽  
Author(s):  
Dale A Cummings ◽  
Alice I Snelling ◽  
Aaron W Puri
Keyword(s):  
Natural Products ◽  
Carbon Sources ◽  
Isotopic Labeling ◽  
Homoserine Lactone ◽  
Acyl Homoserine Lactone ◽  
Stable Isotopic ◽  
Carbon Compounds ◽  
Product Identification ◽  
Labeling Approach ◽  
Quorum Sensing Signals

Natural products are an essential source of bioactive compounds. Isotopic labeling is an effective way to identify natural products that incorporate a specific precursor; however, this approach is limited by the availability of isotopically-enriched precursors. We used an inverse stable isotopic labeling approach to identify natural products by growing bacteria on a 13C-carbon source and then identifying 12C-precursor incorporation by mass spectrometry. We applied this approach to methylotrophs, ecologically important bacteria predicted to have significant yet underexplored biosynthetic potential. We demonstrate this method identifies N-acyl homoserine lactone quorum sensing signals produced by diverse methylotrophs grown on three one-carbon compounds. We then apply this approach to simultaneously identify five uncharacterized signals produced by a methylotroph, and link these compounds to their synthases. We envision that this method can identify other classes of natural products synthesized by methylotrophs and other organisms that grow on inexpensive and readily available 13C-carbon sources.

scholarly journals Rapid Acyl-Homoserine Lactone Quorum Signal Biodegradation in Diverse Soils

2005 ◽  
Vol 71 (3) ◽  
pp. 1291-1299 ◽  
Author(s):  
Ya-Juan Wang ◽  
Jared Renton Leadbetter
Keyword(s):  
Homoserine Lactone ◽  
Most Probable Number ◽  
Acyl Homoserine Lactone ◽  
Protein Synthesis Inhibitors ◽  
Probable Number ◽  
Signal Decay ◽  
Soil Activity ◽  
Final Extent ◽  
Termite Hindgut ◽  
Quorum Sensing Signals

ABSTRACT Signal degradation impacts all communications. Although acyl-homoserine lactone (acyl-HSL) quorum-sensing signals are known to be degraded by defined laboratory cultures, little is known about their stability in nature. Here, we show that acyl-HSLs are biodegraded in soils sampled from diverse U.S. sites and by termite hindgut contents. When amended to samples at physiologically relevant concentrations, 14C-labeled acyl-HSLs were mineralized to 14CO2 rapidly and, at most sites examined, without lag. A lag-free turf soil activity was characterized in further detail. Heating or irradiation of the soil prior to the addition of radiolabel abolished mineralization, whereas protein synthesis inhibitors did not. Mineralization exhibited an apparent Km of 1.5 μM acyl-HSL, ca. 1,000-fold lower than that reported for a purified acyl-HSL lactonase. Under optimal conditions, acyl-HSL degradation proceeded at a rate of 13.4 nmol · h−1 · g of fresh weight soil−1. Bioassays established that the final extent of signal inactivation was greater than for its full conversion to CO2 but that the two processes were well coupled kinetically. A most probable number of 4.6 × 105 cells · g of turf soil−1 degraded physiologically relevant amounts of hexanoyl-[1-14C]HSL to 14CO2. It would take chemical lactonolysis months to match the level of signal decay achieved in days by the observed biological activity. Rapid decay might serve either to quiet signal cross talk that might otherwise occur between spatially separated microbial aggregates or as a full system reset. Depending on the context, biological signal decay might either promote or complicate cellular communications and the accuracy of population density-based controls on gene expression in species-rich ecosystems.

Chemical identification of N -acyl homoserine lactone quorum-sensing signals produced by Sinorhizobium meliloti strains in defined medium

2003 ◽  
Vol 180 (6) ◽  
pp. 494-497 ◽  
Author(s):  
Max Teplitski ◽  
Anatol Eberhard ◽  
Matthew R. Gronquist ◽  
Mengsheng Gao ◽  
Jayne B. Robinson ◽  
...  
Keyword(s):  
Quorum Sensing ◽  
Sinorhizobium Meliloti ◽  
Homoserine Lactone ◽  
Defined Medium ◽  
Acyl Homoserine Lactone ◽  
Chemical Identification ◽  
Quorum Sensing Signals

scholarly journals Metabolism of Acyl-Homoserine Lactone Quorum-Sensing Signals by Variovorax paradoxus

2000 ◽  
Vol 182 (24) ◽  
pp. 6921-6926 ◽  
Author(s):  
Jared R. Leadbetter ◽  
E. P. Greenberg
Keyword(s):  
Energy Source ◽  
Nitrogen Sources ◽  
Homoserine Lactone ◽  
Sole Source ◽  
Acyl Homoserine Lactone ◽  
Homoserine Lactones ◽  
Variovorax Paradoxus ◽  
Acyl Homoserine Lactones ◽  
Quorum Sensing Signals ◽  
Sole Energy

ABSTRACT Acyl-homoserine lactones (acyl-HSLs) serve as dedicated cell-to-cell signaling molecules in many species of the classProteobacteria. We have addressed the question of whether these compounds can be degraded biologically. A motile, rod-shaped bacterium was isolated from soil based upon its ability to utilizeN-(3-oxohexanoyl)-l-homoserine lactone as the sole source of energy and nitrogen. The bacterium was classified as a strain of Variovorax paradoxus. TheV. paradoxus isolate was capable of growth on all of the acyl-HSLs tested. The molar growth yields correlated with the length of the acyl group. HSL, a product of acyl-HSL metabolism, was used as a nitrogen source, but not as an energy source. Cleavage and partial mineralization of the HSL ring were demonstrated by using radiolabeled substrate. This study indicates that some strains of V. paradoxus degrade and grow on acyl-HSL signals as the sole energy and nitrogen sources. This study provides clues about the metabolic pathway of acyl-HSL degradation by V. paradoxus.

scholarly journals Evidence for Acyl Homoserine Lactone Signal Production in Bacteria Associated with Marine Sponges

2004 ◽  
Vol 70 (7) ◽  
pp. 4387-4389 ◽  
Author(s):  
Michael W. Taylor ◽  
Peter J. Schupp ◽  
Harriet J. Baillie ◽  
Timothy S. Charlton ◽  
Rocky de Nys ◽  
...  
Keyword(s):  
Bacterial Communities ◽  
Bacterial Colonization ◽  
Homoserine Lactone ◽  
Marine Sponges ◽  
Acyl Homoserine Lactone ◽  
Homoserine Lactones ◽  
Acyl Homoserine Lactones ◽  
Signal Production ◽  
First Time ◽  
Quorum Sensing Signals

ABSTRACT We report for the first time the production of acyl homoserine lactones (AHLs) by bacteria associated with marine sponges. Given the involvement of AHLs in bacterial colonization of many higher organisms, we speculate that such quorum sensing signals could play a part in interactions between sponges and the dense bacterial communities living within them.

An isotopic labeling approach linking natural products with biosynthetic gene clusters

2021 ◽  
Author(s):  
Catherine S. McCaughey ◽  
Jeffrey A. van Santen ◽  
Justin J. J. van der Hooft ◽  
Marnix H. Medema ◽  
Roger G. Linington
Keyword(s):  
Natural Products ◽  
Isotopic Labeling ◽  
Gene Clusters ◽  
Biosynthetic Gene ◽  
Biosynthetic Gene Clusters ◽  
Labeling Approach

In vivo effects of single or combined N-acyl homoserine lactone quorum sensing signals on the performance of Macrobrachium rosenbergii larvae

Aquaculture ◽  
2009 ◽  
Vol 288 (3-4) ◽  
pp. 233-238 ◽  
Author(s):  
Kartik Baruah ◽  
Dang T.V. Cam ◽  
Kristof Dierckens ◽  
Mathieu Wille ◽  
Tom Defoirdt ◽  
...  
Keyword(s):  
Quorum Sensing ◽  
Macrobrachium Rosenbergii ◽  
Homoserine Lactone ◽  
Acyl Homoserine Lactone ◽  
In Vivo Effects ◽  
Quorum Sensing Signals
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