BACTERIAL BREAKDOWN OF Ε-Caprolactam AND ITS CYCLIC OLIGOMERS

Fukumura, Takashi

doi:10.1093/oxfordjournals.pcp.a079172

Cited by 31 publications

(10 citation statements)

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“…The 6 A units in the copolymers are combined with the ester component either isolated (l12 E-6 A-12 El) or in oligomeric sequences (l12 E-(6 A) x -12 El), requiring in either case the scission of two successive hydrolysable linkages (1 amide + 1 ester, or 2 amide) for 6-AHA to result. Evidently none of the enzymes used possessed the structural specificity for such paired reactions to take place, and the results concur with other reports that only free low-molecular-weight nylon 6 oligomers, and those having unsubstituted terminal groups, are metabolised by bacteria 48) or degraded by a bacterial hydrolase 49) . The action of pancreatin on R 6 -R 11 was selective both with regard to the entity (the 12 E group) attacked, and the resulting surface morphology.…”

Section: Discussionsupporting

confidence: 88%

Copolyesteramides, 10. Enzymatic degradation of 6-iminohexanoyl/12-oxydodecanoyl copolyesteramides

Goodman¹,

Rodríguez

1999

Macromol. Chem. Phys.

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SUMMARY: Films of several 6-iminohexanoyl/12-oxydodecanoyl random copolymers containing from 19 to 46 wt.-% (29 -60 mol-%) of 6-iminohexanoyl units, together with comparison films of nylon 6 homopolymer, were incubated at pH 7,4 in vitro for 336 h at 37 8 with solutions of protease, collagenase, a-chymotrypsin and pancreatin. The first three mentioned enzymes were without visible effect upon any of the polymer films, and there was no significant evidence with any enzyme or substrate of the formation of 6-aminohexanoic acid as a product of amide-bond splitting. By contrast, incubation with pancreatin caused the topochemical surface erosion of each copolyesteramide (but not of nylon 6), with the depletion of ester group content in the surface layer and the development of an amide-richer characteristic striated surface morphology. Random incorporation of amide groups into polyesters, in the form of oligoamide sequences, is suggested as a means of protecting the ester component against esterolytic attack.

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Section: Discussionsupporting

confidence: 88%

Copolyesteramides, 10. Enzymatic degradation of 6-iminohexanoyl/12-oxydodecanoyl copolyesteramides

Goodman¹,

Rodríguez

1999

Macromol. Chem. Phys.

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“…Under shaken condition at 30 (±2)°C, 95-98% of 10 g caprolactam/L was degraded in synthetic medium in 40-50 h by each of the three bacteria. These bacterial isolates were more potent caprolactam-degraders as compared to previously reported organisms which grew only with a maximum of 5 g caprolactam/L, had a lower specific growth rate in caprolactam containing medium and required the supplementation of yeast extract or growth factors during degradation of caprolactam (Fukumura 1966;Kinoshita et al 1973;Kulkarni and Kanekar 1998). Amongst the three isolates, A. faecalis was the most potent caprolactam-degrading bacterium.…”

Section: Resultsmentioning

confidence: 62%

The use of solid waste of a nylon-6 plant as a nutrient for bacterial decolourisation of dyes

Baxi

Shah

2007

World J Microbiol Biotechnol

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Three caprolactam-degrading bacterial isolates grew in liquid synthetic medium containing solubilised solid waste of a nylon-6 production plant as the sole source of carbon and nitrogen. Typically, the caprolactam content of solid waste was decreased by 95% in 72 h by Alcaligenes faecalis. A. faecalis was the most potent caprolactam-degrading bacterium out of the three isolates. The biomass of the bacteria obtained by growth in the solubilised solid waste medium had the ability to decolourise some synthetic azo and triphenylmethane dyes. Decolourisation of dyes was obtained in static condition, in synthetic medium which contained only the components of the solid waste as the sole sources of carbon and nitrogen and also in nutritionally rich medium. The supplementation of yeast extract to solid waste medium did not increase the efficiency of decolourisation in case of two of the bacterial cultures. Depending on the dye, medium and bacteria used, decolourisation in the range of 35-94% was achieved in 48-96 h. The decolourisation was not due to the adsorption of the dyes by the bacterial biomass except in case of Procion Blue MR and Black B. Based on these observations, the simultaneous biological treatment of the solid waste of nylon-6 plant and the decolourisation of synthetic dyes present in wastewater or solid waste is envisaged.

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“…The strains BS2, BS3, and BS38, with a unique ability to utilize all of the men tioned substrates, belonged to the second type. So far, the possibility of the degradation of CAP and linear and cyclic oligomers, except for the cyclic dimer, was described only for the strain Corynebacterium auranti acum B2, notably the preferred substrates for this strain were oligomers [24].…”

Section: Resultsmentioning

confidence: 99%

Bacteria that degrade low-molecular linear epsilon-caprolactam oligomers

Есикова

Akatova

Taran³

2014

Appl Biochem Microbiol

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Five bacterial strains with the unique ability to utilize low molecular linear caprolactam oligomers (nylon oligomers) were isolated from soil samples contaminated with industrial wastes of epsilon caprolactam. Based on the properties studied and also on the analysis of 16S rRNA gene nucleotide sequences, the strains BS2, BS3, BS9, BS38, and BS57 were identified as belonging to the genera Arthrobacter, Brevibacterium, Microbacterium, Gulosibacter, and Achromobacter, respectively. All of the strains also utilized 6 aminohexanoic and adipic acids, which are intermediates of the epsilon caprolactam catabolism. This indirectly points to the fact that degradation of oligomers in these bacteria occurs via the monomer degradation pathway. The strains BS9 and BS57 utilized only caprolactam oligomers, while BS2, BS3, and BS38 also degraded epsilon caprolactam and its homologs, enantolactam and caprylolactam, which differentiates the latter from the previously known oligomers degrading bacteria and suggests the presence in these strains of enzymes with lac tam hydrolase activity, in addition to 6 aminohexanoate dimer hydrolase.

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BACTERIAL BREAKDOWN OF Ε-Caprolactam AND ITS CYCLIC OLIGOMERS

Cited by 31 publications

References 0 publications

Copolyesteramides, 10. Enzymatic degradation of 6-iminohexanoyl/12-oxydodecanoyl copolyesteramides

Copolyesteramides, 10. Enzymatic degradation of 6-iminohexanoyl/12-oxydodecanoyl copolyesteramides

The use of solid waste of a nylon-6 plant as a nutrient for bacterial decolourisation of dyes

Bacteria that degrade low-molecular linear epsilon-caprolactam oligomers

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