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Decomposition and oligomerization of 2,3-naphthyridine under high-pressure and high-temperature conditions.

ABSTRACT: The chemical reaction of 2,3-naphthyridine, a nitrogen-containing aromatic compound, was investigated at pressures ranging from 0.5 to 1.5?GPa and temperatures from 473 to 573?K. A distinct decrease in the amount of residual 2,3-naphthyridine was observed in the samples recovered after reaction at ?523?K at 0.5 and 1.0?GPa, and ?548?K at 1.5?GPa. The formation of o-xylene and o-tolunitrile accompanied a decreasing N/C ratio of the reaction products, indicating decomposition of the aromatic ring and release of nitrogen. Precise analysis of the reaction products indicated the oligomerization of decomposed products with the residual 2,3-naphthyridine to form larger molecules up to 7mers. Nitrogen in the aromatic ring accelerated reactions to decompose the molecule and to oligomerize at lower temperatures than those typically reported for aromatic hydrocarbon oligomerization. The major reaction mechanism was similar between 0.5 and 1.5?GPa, although larger products preferentially formed in the samples at higher pressure.

SUBMITTER: Shinozaki A

PROVIDER: S-EPMC6517384 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Decomposition and oligomerization of 2,3-naphthyridine under high-pressure and high-temperature conditions.

Shinozaki Ayako A Mimura Koichi K Nishida Tamihito T

Scientific reports 20190514 1

The chemical reaction of 2,3-naphthyridine, a nitrogen-containing aromatic compound, was investigated at pressures ranging from 0.5 to 1.5 GPa and temperatures from 473 to 573 K. A distinct decrease in the amount of residual 2,3-naphthyridine was observed in the samples recovered after reaction at ˃523 K at 0.5 and 1.0 GPa, and ˃548 K at 1.5 GPa. The formation of o-xylene and o-tolunitrile accompanied a decreasing N/C ratio of the reaction products, indicating decomposition of the aromatic ring ...[more]

PMID: 31089178

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Project description:Cell proliferation is achieved by numerous enzyme reactions. Temperature governs the activity of each enzyme, which overall determines the optimal growth temperature. Synthesizing useful chemicals and fuels utilizes only part of the metabolic pathways, especially the central metabolic pathways such as glycolysis and TCA cycle to metabolize glucose. However, the optimal temperature for the activity of the central metabolic pathways is inconclusive whether it is correlated with the optimal temperature for cell proliferation. Here, we found that Corynebacterium glutamicum wild type increased the metabolic activity to consume glucose under anaerobic (oxygen deprived) conditions at 42.5ºC, in which the cell hardly grows under aerobic conditions. Glucose consumption rate was increased by 24% at 42.5ºC compared to that at the optimal growth temperature of 30.0ºC. Transcriptional analysis showed that gapX gene encoding glycelaldehydre-3-phosphate dehydrogenase, glucokinase gene, and a gene involved in glucose uptake were upregulated at 42.5ºC. Production of fermentative lactate was increased by 69% than that at 30.0ºC, whereas succinate production was decreased by 13%. In addition to several glycolytic enzymes, the activity of pyruvate kinase was increased with increasing the temperature, whereas the activity of phosphoenolpyruvate carboxylase in anapleotic pathway leading to succinate synthesis was decreased. However, a metabolically engineered succinate over-producing strain, in which lactate production was shut off and pyruvate carboxylase encoding gene in another anapleotic pathway was overexpressed, produced 34% higher succinate at 42.5ºC than that at 30.0ºC with increased glucose consumption. This study provides the evidence that the optimal reaction temperature for production of fermentative products can be set beyond upper limit of growth temperature in C. glutamicum, and hence it could be applicable for producing various chemicals and fuels in C. glutamicum under anaerobic conditions and non-growing cell reactions in other microorganisms.

Dataset Information

Decomposition and oligomerization of 2,3-naphthyridine under high-pressure and high-temperature conditions.

Publications

Decomposition and oligomerization of 2,3-naphthyridine under high-pressure and high-temperature conditions.

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