Occurrence and biosynthesis of 3-mercaptopropionic acid in Methanocaldococcus jannaschii.

@article{Allen2016OccurrenceAB,
  title={Occurrence and biosynthesis of 3-mercaptopropionic acid in Methanocaldococcus jannaschii.},
  author={Kylie D. Allen and Robert H White},
  journal={FEMS microbiology letters},
  year={2016},
  volume={363 19}
}
In a non-targeted analysis of thiol-containing compounds in the hyperthermophilic methanogen Methanocaldococcus jannaschii, we discovered three unexpected metabolites: 3-mercaptopropionic acid (MPA), 2-hydroxy-4-mercaptobutyric acid (HMBA) and 4-mercapto-2-oxobutyric acid (MOB). HMBA and MOB have never been reported as natural products, while MPA is highly prevalent in aquatic environments as a result of biotic and abiotic processing of sulfur-containing compounds. This report provides evidence… Expand
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References

SHOWING 1-10 OF 37 REFERENCES
Identification of an Archaeal 2-Hydroxy Acid Dehydrogenase Catalyzing Reactions Involved in Coenzyme Biosynthesis in Methanoarchaea
  • M. Graupner, Huimin Xu, Robert H. White
  • Medicine, Biology
  • Journal of bacteriology
  • 2000
TLDR
It is concluded that the MJ1425-encoded enzyme is likely to be involved in the biosynthesis of both coenzyme M and methanopterin. Expand
3-Mercaptopropionate Dioxygenase, a Cysteine Dioxygenase Homologue, Catalyzes the Initial Step of 3-Mercaptopropionate Catabolism in the 3,3-Thiodipropionic Acid-degrading Bacterium Variovorax paradoxus*
TLDR
The hitherto unknown catabolism of 3,3-thiodipropionic acid was elucidated to engineer novel and improved polythioester biosynthesis pathways in the future. Expand
L-Aspartate semialdehyde and a 6-deoxy-5-ketohexose 1-phosphate are the precursors to the aromatic amino acids in Methanocaldococcus jannaschii.
TLDR
It is reported that 6-deoxy-5-ketofructose 1-phosphate and l-aspartate semialdehyde are precursors to DHQ, consistent with the remaining steps and genes in the pathway being the same as in the established shikimate pathway. Expand
The biosynthesis of cysteine and homocysteine in Methanococcus jannaschii.
The pathway for the biosynthesis of cysteine and homocysteine in Methanococcus jannaschii has been examined using a gas chromatography-mass spectrometry (GC-MS) stable isotope dilution method toExpand
Discovery of Multiple Modified F430 Coenzymes in Methanogens and Anaerobic Methanotrophic Archaea Suggests Possible New Roles for F430 in Nature
TLDR
Liquid chromatography–high-resolution mass spectrometry is used to identify several new structural variants of F430 in the cell extracts of selected methanogens and ANME, indicating that F430-related molecules have additional functions in nature and will inspire further research to determine the biochemical role(s) of these variants and the pathways involved in their biosynthesis. Expand
Novel thiols of prokaryotes.
  • R. C. Fahey
  • Chemistry, Medicine
  • Annual review of microbiology
  • 2001
TLDR
Novel thiols found in those bacteria lacking glutathione are included, including glutathion amide and its perthiol, produced by phototrophic purple sulfur bacteria and apparently involved in their sulfide metabolism. Expand
Biotransformations of organosulphur compounds in sediments via 3-mercaptopropionate
3-Mercaptopropionate (3-MPA) is a major organic sulphur compound (thiol) recently detected in the anoxic pore waters of coastal marine sediments1. A chemical mechanism for the formation of 3-MPA hasExpand
Structure of component B (7-mercaptoheptanoylthreonine phosphate) of the methylcoenzyme M methylreductase system of Methanobacterium thermoautotrophicum.
Component B, the heat-stable low-molecular-weight cofactor required for methane production by dialyzed cell-free extracts of Methanobacterium thermoautotrophicum, has been purified to homogeneity andExpand
The anabolic pyruvate oxidoreductase from Methanococcus maripaludis
TLDR
It is proposed that PorE and PorF are components of a specialized system required to transfer low-potential electrons for pyruvate biosynthesis. Expand
The first examples of (S)-2-hydroxyacid dehydrogenases catalyzing the transfer of the pro-4S hydrogen of NADH are found in the archaea.
TLDR
It is reported that recombinantly generated (S)-2-hydroxyacid dehydrogenases present in the methanoarchaea Methanococcus jannaschii and Methanothermus fervidus use the pro-4S hydrogen of NADH to reduce a series of 2-oxoacids to the corresponding (S-2-Hydroxyacids. Expand
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