Halopicolinic acids, novel products arising through the degradation of chloro- and bromo-biphenyl bySphingomonas paucimobilisBPSI-3

1996 ◽  
Vol 42 (1) ◽  
pp. 66-71 ◽  
Author(s):  
Annette D. Davison ◽  
Duncan A. Veal ◽  
Peter Karuso ◽  
Daniel R. Jardine
Keyword(s):  
Mass Spectrometry ◽  
Heterocyclic Compounds ◽  
Microbial Consortium ◽  
Sole Source ◽  
Gas Chromatography Mass Spectrometry ◽  
Sphingomonas Paucimobilis ◽  
Energy Transformation ◽  
Single Ring ◽  
Biological Transformation ◽  
Novel Products

Sphingomonas paucimobilis BPSI-3 was previously isolated from a mixed microbial consortium growing on biphenyl as the sole source of carbon and energy. Transformation of 4 -chlorobiphenyl (4CBP) was demonstrated by this strain, although little or no growth was observed. In minimal salts medium supplemented with 4CBP or bromobiphenyl and dextrose, yellow coloured product(s) were rapidly formed. Gas chromatography – mass spectrometry (GC–MS) revealed single ring N-heterocyclic compounds that were identified as halopicolinic acids. We believe this to be the first report of such compounds being formed via biological transformation of halobiphenyls. A mechanism is proposed for their formation.Key words: halobiphenyl degradation, halopicolinic acid, Sphingomonas paucimobilis BPSI-3, bioremediation.

scholarly journals Characterization of the 3-O-Methylgallate Dioxygenase Gene and Evidence of Multiple 3-O-Methylgallate Catabolic Pathways in Sphingomonas paucimobilis SYK-6

2004 ◽  
Vol 186 (15) ◽  
pp. 4951-4959 ◽  
Author(s):  
Daisuke Kasai ◽  
Eiji Masai ◽  
Keisuke Miyauchi ◽  
Yoshihiro Katayama ◽  
Masao Fukuda
Keyword(s):  
Sole Source ◽  
Cell Extract ◽  
Mass Spectrometry Analysis ◽  
Gas Chromatography Mass Spectrometry ◽  
Insertion Mutant ◽  
Sphingomonas Paucimobilis ◽  
Spectrometry Analysis ◽  
Dioxygenase Gene ◽  
Transformation Activity ◽  
Extradiol Dioxygenases

ABSTRACT Sphingomonas paucimobilis SYK-6 is able to grow on various lignin-derived biaryls as the sole source of carbon and energy. These compounds are degraded to vanillate and syringate by the unique and specific enzymes in this strain. Vanillate and syringate are converted to protocatechuate (PCA) and 3-O-methylgallate (3MGA), respectively, by the tetrahydrofolate-dependent O-demethylases. Previous studies have suggested that these compounds are further degraded via the PCA 4,5-cleavage pathway. However, our subsequent analysis of the ligB insertion mutant, which encodes the β subunit of PCA 4,5-dioxygenase, suggested that at least one alternative route is involved in 3MGA degradation. In the present study, we isolated the desZ gene, which confers 3MGA degradation activity on Escherichia coli. The deduced amino acid sequence of desZ showed ca. 20 to 43% identity with the type II extradiol dioxygenases. Gas chromatography-mass spectrometry analysis suggested that DesZ catalyzes the 3,4-cleavage of 3MGA. Disruption of both desZ and ligB in SYK-6 resulted in loss of the dioxygen-dependent 3MGA transformation activity, but the resulting mutant retained the ability to grow on syringate. We found that the cell extract of the desZ ligB double mutant was able to convert 3MGA to gallate when tetrahydrofolate was added to the reaction mixture, and the cell extract of this mutant degraded gallate to the same degree as the wild type did. All these results suggest that syringate is degraded through multiple 3MGA degradation pathways in which ligAB, desZ, 3MGA O-demethylase, and gallate dioxygenase are participants.

scholarly journals Tetracarpidium conophorum seed extract reduces intestinal absorption, and increases cellular trapping of glucose

2021 ◽  
Vol 45 (1) ◽  
Author(s):  
Bamidele Stephen Ajilore ◽  
Olubukola Sinbad Olorunnisola ◽  
Abiodun Olusoji Owoade
Keyword(s):  
Mass Spectrometry ◽  
Glucose Uptake ◽  
Heterocyclic Compounds ◽  
Ex Vivo ◽  
Extraction Procedure ◽  
Seed Extract ◽  
Gas Chromatography Mass Spectrometry ◽  
Standard Laboratory ◽  
Laboratory Procedures

Abstract Background Tetracarpidium conophorum is one of the numerous folklore medicinal plants for managing diabetes but the mode of action and bioactive compounds responsible for the antihyperglycemic property are missing in literatures. This study aimed at investigating the possible modes of its antihyperglycemic action using both in-vitro and ex-vivo methods. Powdered Tetracarpidium conophorum seed (TECOSE) was extracted with methanol using standard extraction procedure. Gas chromatography- Mass spectrometry (GCMS) analysis of the extract, and its effects on tissue glucose uptake, α-amylase, α-glucosidase and glucokinase enzymes were assessed using standard laboratory procedures. Results Seven heterocyclic compounds were identified by GCMS of which one is structurally related to sulphonylurea. TECOSE strongly inhibited α-glucosidase (IC50 = 1.90 mg/ml) but partially inhibited α-amylase (IC50 = 7.20 mg/ml) activities. Also, glucokinase activity and tissue glucose uptakes were significantly (p < 0.05) increased by TECOSE. Conclusions The results obtained deduced that antihyperglycemic action of TECOSE could be due to modulation of postprandial hyperglycaemia through inhibition of intestinal α-glucosidase, increasing glucokinase activity, improving peripheral glucose uptake by mimicking sulfonylurea action.

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