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Chiral phosphinate degradation by the fusarium species: scope and limitation of the process.

Kmiecik N, Klimek-Ochab M, Brzezińska-Rodak M, Majewska P, Zymańczyk-Duda E - Biotechnol Res Int (2013)

Bottom Line: The effectiveness of decomposition was dependent on external factors such as temperature and time of the process.Optimal conditions of complete mineralization were established.Both Fusarium species were able to biodegrade every isomer of tested compound at 30°C, but F. culmorum required 10 days and F. oxysporum 11 days to accomplish the process, which was continuously monitored using the (31)P NMR technique.

View Article: PubMed Central - PubMed

Affiliation: Department of Bioorganic Chemistry, Wroclaw University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wroclaw, Poland.

ABSTRACT
Biodegradable capacities of fungal strains of Fusarium oxysporum (DSMZ 2018) and Fusarium culmorum (DSMZ 1094) were tested towards racemic mixture of chiral 2-hydroxy-2-(ethoxyphenylphosphinyl) acetic acid-a compound with two stereogenic centres. The effectiveness of decomposition was dependent on external factors such as temperature and time of the process. Optimal conditions of complete mineralization were established. Both Fusarium species were able to biodegrade every isomer of tested compound at 30°C, but F. culmorum required 10 days and F. oxysporum 11 days to accomplish the process, which was continuously monitored using the (31)P NMR technique.

No MeSH data available.


31P NMR spectra of postbiotransformation mixtures recorded for Fusarium oxysporum used as biocatalysts (recorded without quinine).
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Related In: Results  -  Collection


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fig2: 31P NMR spectra of postbiotransformation mixtures recorded for Fusarium oxysporum used as biocatalysts (recorded without quinine).

Mentions: The Fusarium species are known for their varied enzymatic activities, previously studied by Mandal et al. [13] and Ratuś et al. [14]. Therefore, the whole-cells Fusarium-mediated mineralization of diastereoisomers of 2-hydroxy-2-(ethoxyphenylphosphinyl) acetic seemed to be a reasonable approach to complete the utilization of racemic mixture of the starting material. The intent of this work was to elaborate the protocol, which accomplished the process—decomposition of every enantiomeric form of the tested substrate. 31P NMR spectra recorded after 3 and 4 days of the process carried out at 25°C confirms the biodegradable activity of chosen fungi. The concentration of the substrate diminished with process time extension for both applied biocatalysts. Representative spectra are shown in Figure 2. After 72 hrs of biotransformation catalysed by Fusarium oxysporum, the conversion degree reached 42.2% and after 96 hrs −90.25%.


Chiral phosphinate degradation by the fusarium species: scope and limitation of the process.

Kmiecik N, Klimek-Ochab M, Brzezińska-Rodak M, Majewska P, Zymańczyk-Duda E - Biotechnol Res Int (2013)

31P NMR spectra of postbiotransformation mixtures recorded for Fusarium oxysporum used as biocatalysts (recorded without quinine).
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3842079&req=5

fig2: 31P NMR spectra of postbiotransformation mixtures recorded for Fusarium oxysporum used as biocatalysts (recorded without quinine).
Mentions: The Fusarium species are known for their varied enzymatic activities, previously studied by Mandal et al. [13] and Ratuś et al. [14]. Therefore, the whole-cells Fusarium-mediated mineralization of diastereoisomers of 2-hydroxy-2-(ethoxyphenylphosphinyl) acetic seemed to be a reasonable approach to complete the utilization of racemic mixture of the starting material. The intent of this work was to elaborate the protocol, which accomplished the process—decomposition of every enantiomeric form of the tested substrate. 31P NMR spectra recorded after 3 and 4 days of the process carried out at 25°C confirms the biodegradable activity of chosen fungi. The concentration of the substrate diminished with process time extension for both applied biocatalysts. Representative spectra are shown in Figure 2. After 72 hrs of biotransformation catalysed by Fusarium oxysporum, the conversion degree reached 42.2% and after 96 hrs −90.25%.

Bottom Line: The effectiveness of decomposition was dependent on external factors such as temperature and time of the process.Optimal conditions of complete mineralization were established.Both Fusarium species were able to biodegrade every isomer of tested compound at 30°C, but F. culmorum required 10 days and F. oxysporum 11 days to accomplish the process, which was continuously monitored using the (31)P NMR technique.

View Article: PubMed Central - PubMed

Affiliation: Department of Bioorganic Chemistry, Wroclaw University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wroclaw, Poland.

ABSTRACT
Biodegradable capacities of fungal strains of Fusarium oxysporum (DSMZ 2018) and Fusarium culmorum (DSMZ 1094) were tested towards racemic mixture of chiral 2-hydroxy-2-(ethoxyphenylphosphinyl) acetic acid-a compound with two stereogenic centres. The effectiveness of decomposition was dependent on external factors such as temperature and time of the process. Optimal conditions of complete mineralization were established. Both Fusarium species were able to biodegrade every isomer of tested compound at 30°C, but F. culmorum required 10 days and F. oxysporum 11 days to accomplish the process, which was continuously monitored using the (31)P NMR technique.

No MeSH data available.