In Vitro Reconstitution of Bacterial DMSP Biosynthesis

Liao, Cangsong; Seebeck, Florian P.

doi:10.1002/anie.201814662

Cited by 25 publications

(15 citation statements)

References 37 publications

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“…The homologous dsyB (in bacteria) and DSYB (in algae) genes, and TpMMT in the diatom Thalassiosira pseudonana encode the key methylthiohydroxybutyrate methyltransferase enzyme of the transamination pathway 6 – 8 . In bacteria producing DMSP via the Met methylation pathway, mmtN encodes the key Met methyltransferase enzyme 9 , 10 . Recent studies suggest bacteria are likely important DMSP producers in coastal sediments, which have far higher DMSP-standing stocks than surface seawater samples where phytoplankton likely drive DMSP production 7 , 10 .…”

Section: Introductionmentioning

confidence: 99%

Bacteria are important dimethylsulfoniopropionate producers in marine aphotic and high-pressure environments

et al. 2020

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Dimethylsulfoniopropionate (DMSP) is an important marine osmolyte. Aphotic environments are only recently being considered as potential contributors to global DMSP production. Here, our Mariana Trench study reveals a typical seawater DMSP/dimethylsulfide (DMS) profile, with highest concentrations in the euphotic zone and decreased but consistent levels below. The genetic potential for bacterial DMSP synthesis via the dsyB gene and its transcription is greater in the deep ocean, and is highest in the sediment.s DMSP catabolic potential is present throughout the trench waters, but is less prominent below 8000 m, perhaps indicating a preference to store DMSP in the deep for stress protection. Deep ocean bacterial isolates show enhanced DMSP production under increased hydrostatic pressure. Furthermore, bacterial dsyB mutants are less tolerant of deep ocean pressures than wild-type strains. Thus, we propose a physiological function for DMSP in hydrostatic pressure protection, and that bacteria are key DMSP producers in deep seawater and sediment.

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Section: Introductionmentioning

confidence: 99%

Bacteria are important dimethylsulfoniopropionate producers in marine aphotic and high-pressure environments

et al. 2020

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“…In silico analysis of the bur gene locus revealed candidate genes for a methyltransferase (BurB), a decarboxylase (BurI), a transaminase (BurD), and a dehydrogenase (BurE) (Figure E). Comparison of the deduced protein sequences to the recently published bacterial DMSP biosynthetic machinery in Streptomyces mobaraensis showed BurD and BurE to be almost identical with their orthologues (96 % and 98 %), whereas BurB and BurI are only distantly related to their S. mobaraensis counterparts (35 % and 48 %).…”

Section: Figurementioning

confidence: 91%

“…The Δ burD and Δ burE mutants are still capable of producing the malleicyprol complex, albeit in reduced amounts (Figure D). Possibly, unspecific housekeeping enzymes take over transamination of sulfonium amine 6 and oxidation of the instable aldehyde 7 . In contrast, the two main malleicyprol diastereomers are absent in the Δ burB (methyltransferase) and Δ burI (decarboxylase) mutants (Figure D).…”

Section: Figurementioning

confidence: 99%

Sulfonium Acids Loaded onto an Unusual Thiotemplate Assembly Line Construct the Cyclopropanol Warhead of a Burkholderia Virulence Factor

et al. 2020

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Pathogenic bacteria of the Burkholderia pseudomallei group cause severe infectious diseases such as glanders and melioidosis. Malleicyprols were identified as important bacterial virulence factors, yet the biosynthetic origin of their cyclopropanol warhead has remained enigmatic. By a combination of mutational analysis and metabolomics we found that sulfonium acids, dimethylsulfoniumpropionate (DMSP) and gonyol, known as osmolytes and as crucial components in the global organosulfur cycle, are key intermediates en route to the cyclopropanol unit. Functional genetics and in vitro analyses uncover a specialized pathway to DMSP involving a rare prokaryotic SET‐domain methyltransferase for a cryptic methylation, and show that DMSP is loaded onto the NRPS‐PKS hybrid assembly line by an adenylation domain dedicated to zwitterionic starter units. Then, the megasynthase transforms DMSP into gonyol, as demonstrated by heterologous pathway reconstitution in E. coli.

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“…DSYB and DsyB are methylthiohydroxbutryrate S -methyltransferase enzymes found in marine eukaryotes and prokaryotes, respectively ( Curson et al, 2017 , 2018 ). The MmtN Met S -methyltransferase is found in some Gram-positive bacteria, alpha- and gamma-proteobacteria ( Liao and Seebeck, 2019 ; Williams et al, 2019 ). The cut-off E -values of DSYB, DsyB, and MmtN are 1 × 10 –30 , 1 × 10 –67 , and 1 × 10 –98 , respectively.…”

Section: Methodsmentioning

confidence: 99%

DiTing: A Pipeline to Infer and Compare Biogeochemical Pathways From Metagenomic and Metatranscriptomic Data

et al. 2021

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Metagenomics and metatranscriptomics are powerful methods to uncover key micro-organisms and processes driving biogeochemical cycling in natural ecosystems. Databases dedicated to depicting biogeochemical pathways (for example, metabolism of dimethylsulfoniopropionate (DMSP), which is an abundant organosulfur compound) from metagenomic/metatranscriptomic data are rarely seen. Additionally, a recognized normalization model to estimate the relative abundance and environmental importance of pathways from metagenomic and metatranscriptomic data has not been organized to date. These limitations impact the ability to accurately relate key microbial-driven biogeochemical processes to differences in environmental conditions. Thus, an easy-to-use, specialized tool that infers and visually compares the potential for biogeochemical processes, including DMSP cycling, is urgently required. To solve these issues, we developed DiTing, a tool wrapper to infer and compare biogeochemical pathways among a set of given metagenomic or metatranscriptomic reads in one step, based on the Kyoto Encyclopedia of Genes and Genomes (KEGG) and a manually created DMSP cycling gene database. Accurate and specific formulae for over 100 pathways were developed to calculate their relative abundance. Output reports detail the relative abundance of biogeochemical pathways in both text and graphical format. DiTing was applied to simulated metagenomic data and resulted in consistent genetic features of simulated benchmark genomic data. Subsequently, when applied to natural metagenomic and metatranscriptomic data from hydrothermal vents and the Tara Ocean project, the functional profiles predicted by DiTing were correlated with environmental condition changes. DiTing can now be confidently applied to wider metagenomic and metatranscriptomic datasets, and it is available at https://github.com/xuechunxu/DiTing.

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In Vitro Reconstitution of Bacterial DMSP Biosynthesis

Cited by 25 publications

References 37 publications

Bacteria are important dimethylsulfoniopropionate producers in marine aphotic and high-pressure environments

Bacteria are important dimethylsulfoniopropionate producers in marine aphotic and high-pressure environments

Sulfonium Acids Loaded onto an Unusual Thiotemplate Assembly Line Construct the Cyclopropanol Warhead of a Burkholderia Virulence Factor

DiTing: A Pipeline to Infer and Compare Biogeochemical Pathways From Metagenomic and Metatranscriptomic Data

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