Literature DB >> 4404506

Microbial metabolism of pyridinium compounds. Metabolism of 4-carboxy-1-methylpyridinium chloride, a photolytic product of paraquat.

K A Wright, R B Cain.   

Abstract

1. A bacterium, Achromobacter D, isolated from garden soil by elective culture, utilized N-methylisonicotinic acid (4-carboxy-1-methylpyridinium chloride) as sole carbon source. 2. Extracts of N-methylisonicotinate-grown cells oxidized this substrate only after supplementation with a source of nicotinamide nucleotides and then consumed 1 mol of O(2) and released 1 mol of CO(2)/mol of N-methylisonicotinate supplied. 3. The N-methyl group of the substrate was released as methylamine whereas the five C atoms of the pyridine ring were accounted for as succinate and formate. The CO(2) evolved by extracts was believed to derive from the carboxyl group on C-4 of the heterocyclic ring. 4. The immediate precursor of the succinate end-product was succinic semialdehyde; the inducible nature of succinic semialdehyde dehydrogenase in N-methylisonicotinate-grown cells supported this finding. 5. There was no evidence for monohydroxylation of the ring, but the time sequence of the appearance of the end-products indicated that the oxygen-requiring, NADH-requiring and decarboxylation steps clearly preceded the formation of methylamine and succinate. 6. The results are consistent with the oxidative cleavage of a partially reduced heterocyclic ring followed by several hydrolytic and dehydrogenase steps resulting in the appearance of the end-products.

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Year:  1972        PMID: 4404506      PMCID: PMC1173806          DOI: 10.1042/bj1280543

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  11 in total

1.  Stereochemistry of enzymic hydrogen transfer to pyridine nucleotides.

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3.  The bacterial oxidation of nicotinic acid.

Authors:  E J BEHRMAN; R Y STANIER
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5.  On the Oxidation of Amino-acids and of related substances with chloramine-T.

Authors:  H D Dakin
Journal:  Biochem J       Date:  1917-08       Impact factor: 3.857

6.  Nicotinic acid metabolism. 3. Purification and properties of a nicotinic acid hydroxylase.

Authors:  J S Holcenberg; E R Stadtman
Journal:  J Biol Chem       Date:  1969-03-10       Impact factor: 5.157

7.  The bacterial oxidation of vitamin B6. VII. Purification, properties, and mechanism of action of an oxygenase which cleaves the 3-hydroxypyridine ring.

Authors:  L G Sparrow; P P Ho; T K Sundaram; D Zach; E J Nyns; E E Snell
Journal:  J Biol Chem       Date:  1969-05-25       Impact factor: 5.157

8.  The bacterial oxidation of nicotine. VI. The metabolism of 2,6-dihydroxypseudooxynicotine.

Authors:  R L Gherna; S H Richardson; S C Rittenberg
Journal:  J Biol Chem       Date:  1965-09       Impact factor: 5.157

9.  Microbial metabolism of pyridinium compounds. Radioisotope studies of the metabolic fat of 4-carboxy-1-methylpyridinium chloride.

Authors:  K A Wright; R B Cain
Journal:  Biochem J       Date:  1972-07       Impact factor: 3.857

10.  Purification and properties of an amine dehydrogenase from Pseudomonas AM1 and its role in growth on methylamine.

Authors:  R R Eady; P J Large
Journal:  Biochem J       Date:  1968-01       Impact factor: 3.857

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  6 in total

1.  Microbial metabolism of the pyridine ring. Metabolic pathways of pyridine biodegradation by soil bacteria.

Authors:  G K Watson; R B Cain
Journal:  Biochem J       Date:  1975-01       Impact factor: 3.857

2.  Elucidation of the trigonelline degradation pathway reveals previously undescribed enzymes and metabolites.

Authors:  Nadia Perchat; Pierre-Loïc Saaidi; Ekaterina Darii; Christine Pellé; Jean-Louis Petit; Marielle Besnard-Gonnet; Véronique de Berardinis; Maeva Dupont; Alexandra Gimbernat; Marcel Salanoubat; Cécile Fischer; Alain Perret
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3.  Microbial metabolism of the pyridine ring. Formation of pyridinediols (dihydroxypyridines) as intermediates in the degradation of pyridine compounds by micro-organisms.

Authors:  C Houghton; R B Cain
Journal:  Biochem J       Date:  1972-12       Impact factor: 3.857

Review 4.  Microbial metabolism of pyridine, quinoline, acridine, and their derivatives under aerobic and anaerobic conditions.

Authors:  J P Kaiser; Y Feng; J M Bollag
Journal:  Microbiol Rev       Date:  1996-09

5.  Microbial metabolism of the pyridine ring. The hydroxylation of 4-hydroxypyridine to pyridine-3,4-diol (3,4-dihydroxypyridine) by 4-hydroxypyridine-3-hydroxylase.

Authors:  G K Watson; C Houghton; R B Cain
Journal:  Biochem J       Date:  1974-05       Impact factor: 3.857

6.  Microbial metabolism of pyridinium compounds. Radioisotope studies of the metabolic fat of 4-carboxy-1-methylpyridinium chloride.

Authors:  K A Wright; R B Cain
Journal:  Biochem J       Date:  1972-07       Impact factor: 3.857

  6 in total

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