The MICROBIAL PRODUCTION AND SOME CHARACTERISTICS OF Δ-Carboxymethyl-Α-Hydroxymuconic SEMIALDEHYDE

Blakley, E. R.; Halvorson, H. O.; Kurz, Walter

doi:10.1139/m67-022

Cited by 16 publications

(12 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These spectra are identical with those of 2-hydroxy-5-carboxymethylmuconate semialdehyde (Adachi et al, 1964), which is formed by the meta-cleavage of 3,4-dihydroxyphenylacetate (Fig. 3) (Blackley et al, 1967;Sparnins et al, 1974) by the enzyme 3,4-dihydroxyphenylacetate 2,3-dioxygenase (EC 1.13.11.15) (Ono-kamimoto, 1973;Sparnins et al, 1974). Table 2 shows the activities of this enzyme in crude extracts of S. marcescens…”

Section: R E S U L T Ssupporting

confidence: 55%

“…Sugar fermentation tests, the ability to grow on different carbon and energy sources and other typical enterobacterial tests (Blazevic, 1980;Farmer et al, 1985;Grimont & Grimont, 1984) demonstrated that strains CY429 and CY918 belong to S. marcescens. Growth on tyrosine as a sole carbw and energy source is a property which characterizes all strains of the genus Serratia studied by Grimont & Grimont (1984).…”

Section: Discussionmentioning

confidence: 99%

“…2-Hydroxy-5-carboxymethylmuconate semialdehyde is formed in some bacterial species (such as Escherichia coli, Pseudomonas putida, Acinetobacter spp.) as an intermediate metabolite of the catabolism of aromatic compounds with a side-chain larger than a Cl group (Blackley et al, 1967;Cooper et al, 1985;Cooper & Skinner, 1980;Sparnins et al, 1974). The pigment is produced by the inducible enzyme 3,4-dihydroxyphenylacetate 2,3-dioxygenase which is characteristic of the homoprotocatechuate pathway for the catabolism of aromatic compounds (Blackley et al, 1967;Cooper & Skinner, 1980;Sparnins et al, 1974).…”

Section: Discussionmentioning

confidence: 99%

“…Biochemical characterization of the strains was made following Farmer et al (1985), Blazevic (1980) and Grimont & Grimont (1984). Minimal inhibitory concentrations (MICs) were measured by the Sensititre (Gibco) system.…”

Section: Methodsmentioning

confidence: 99%

See 3 more Smart Citations

Isolation from Urine of Two Serratia marcescens Strains Excreting a Diffusible Yellow Pigment

Trias

Viñas²,

Guinea³

et al. 1987

Microbiology

View full text Add to dashboard Cite

Two bacterial strains excreting a yellow pigment were isolated from human urine and identified as Serratia marcescens. The pigment was produced in the late exponential and early stationary phases of growth. Minimal media supplemented with tyrosine, phenylalanine, 3,4-dihydroxyphenylacetate or tryptophan, as well as complex media, induced pigment production. UVvisible spectra of the extracted pigment had peaks characteristic of 2-hydroxy-5-carboxymethylmuconate semialdehyde, produced from meta-cleavage of 3,4-dihydroxyphenylacetate by the enzyme 3,4-dihydroxyphenylacetate 2,3-dioxygenase (EC 1 .13.11.15). This enzyme was active when the bacteria were grown under conditions promoting pigment production. The kinetics and factors affecting pigment production are also reported.

show abstract

Section: R E S U L T Ssupporting

confidence: 55%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

See 2 more Smart Citations

Isolation from Urine of Two Serratia marcescens Strains Excreting a Diffusible Yellow Pigment

Trias

Viñas²,

Guinea³

et al. 1987

Microbiology

View full text Add to dashboard Cite

show abstract

“…Recently, we have shown that Pseudomonas putida (strain U) can grow very efficiently in a minimal defined medium containing phenylacetic acid (PA) as the sole carbon source (26). Under aerobic conditions, this strain, unlike other Pseudomonas strains which also can use PA as an energy source (5,6,8,35), degraded this aromatic compound through a probably new catabolic pathway which involves, as a first step, the activation of PA to its coenzyme A (CoA) derivative (phenylacetyl-CoA [PA-CoA]) (23)(24)(25)(26)35). …”

mentioning

confidence: 99%

Aerobic catabolism of phenylacetic acid in Pseudomonas putida U: biochemical characterization of a specific phenylacetic acid transport system and formal demonstration that phenylacetyl-coenzyme A is a catabolic intermediate

et al. 1994

View full text Add to dashboard Cite

The phenylacetic acid transport system (PATS) of Pseudomonas putida U was studied after this bacterium was cultured in a chemically defined medium containing phenylacetic acid (PA) as the sole carbon source.Kinetic measurement was carried out, in vivo, at 300C in 50 mM phosphate buffer (pH 7.0). Under these conditions, the uptake rate was linear for at least 3 min and the value ofKm was 13 ttM. The PATS is an active transport system that is strongly inhibited by 2,4-dinitrophenol, 4-nitrophenol (l100), KCN (97%), 2-nitrophenol (90%Ye), or NaN3 (80%) added at a 1 mM final concentration (each). Glucose or D-lactate (10 mM each) increases the PATS in starved cells (140%o), whereas arsenate (20 mM), NaF, orNN'-dicyclohexylcarbodiimide (1 mM) did not cause any effect. Furthermore, the PATS is insensitive to osmotic shock. These data strongly suggest that the energy for the PATS is derived only from an electron transport system which causes an energy-rich membrane state. The thiol-containing compounds mercaptoethanol, glutathione, and dithiothreitol have no significant effect on the PATS, whereas thiol-modifying reagents such as N-ethylmaleimide and iodoacetate strongly inhibit uptake (100 and 93%, respectively). Molecular analogs of PA with a substitution (i) on the ring or (ii) on the acetyl moiety or those containing (iii) a different ring but keeping the acetyl moiety constant inhibit uptake to different extents. None of the compounds tested significantly increase the PA uptake rate except adipic acid, which greatly stimulates it (163%). The PATS is induced by PA and also, gratuitously, by some phenyl derivatives containing an even number of carbon atoms on the aliphatic moiety (4-phenylbutyric, 6-phenylhexanoic, and 8-phenyloctanoic acids). However, similar compounds with an odd number of carbon atoms (benzoic, 3-phenylpropionic, 5-phenylvaleric, 7-phenylheptanoic, and 9-phenylnonanoic acids) as well as many other PA derivatives do not induce the system, suggesting that the true inducer molecule is phenylacetyl-coenzyme A (PA-CoA). Furthermore, after P. putida U is cultured in the same medium containing other carbon sources (glucose or octanoic, benzoic, or 4-hydroxyphenylacetic acid) in the place of PA, the PATS and PA-CoA are not detected; neither the PATS nor PA-CoA is found in cases in which mutants (PA-and PCL-) lacking the enzyme which catalyzed the initial step of the PA degradation (phenylacetyl-CoA ligase) are used. PA-CoA has been extracted from bacteria and identified as a true PA catabolite by high-performance liquid chromatography and also enzymatically with pure acyl-CoA:6-aminopenicillanic acid acyltransferase from Penicillium chrysogenum.

show abstract

The Catabolism of Phenylacetic Acid and Other Related Molecules in Pseudomonas putida U

et al. 2007

View full text Add to dashboard Cite

The MICROBIAL PRODUCTION AND SOME CHARACTERISTICS OF Δ-Carboxymethyl-Α-Hydroxymuconic SEMIALDEHYDE

Cited by 16 publications

References 5 publications

Isolation from Urine of Two Serratia marcescens Strains Excreting a Diffusible Yellow Pigment

Isolation from Urine of Two Serratia marcescens Strains Excreting a Diffusible Yellow Pigment

Aerobic catabolism of phenylacetic acid in Pseudomonas putida U: biochemical characterization of a specific phenylacetic acid transport system and formal demonstration that phenylacetyl-coenzyme A is a catabolic intermediate

The Catabolism of Phenylacetic Acid and Other Related Molecules in Pseudomonas putida U

Contact Info

Product

Resources

About