Limits...
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 substrate. (a) Without quinine; (b) with quinine.
© Copyright Policy - open-access
Related In: Results  -  Collection


getmorefigures.php?uid=PMC3842079&req=5

fig1: 31P NMR spectra of substrate. (a) Without quinine; (b) with quinine.

Mentions: Racemic 2-hydroxy-2-(ethoxyphenylphosphinyl) acetic acid was used as a model substrate in the biocatalytic process catalysed by fungi of the genus Fusarium (Fusarium oxysporum and Fusarium culmorum). The substrate molecule contains two stereogenic centres located at the α-carbon atom and at the phosphorus atom, so the racemic mixture consists of four stereoisomers. The application of quinine as a chiral discriminating solvent allowed for visualization of each stereoisomer on the 31P NMR spectra (Figure 1) and, as a consequence, also quantification of isomers disappearance after the mineralization was possible.


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 substrate. (a) Without quinine; (b) with quinine.
© Copyright Policy - open-access
Related In: Results  -  Collection

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

fig1: 31P NMR spectra of substrate. (a) Without quinine; (b) with quinine.
Mentions: Racemic 2-hydroxy-2-(ethoxyphenylphosphinyl) acetic acid was used as a model substrate in the biocatalytic process catalysed by fungi of the genus Fusarium (Fusarium oxysporum and Fusarium culmorum). The substrate molecule contains two stereogenic centres located at the α-carbon atom and at the phosphorus atom, so the racemic mixture consists of four stereoisomers. The application of quinine as a chiral discriminating solvent allowed for visualization of each stereoisomer on the 31P NMR spectra (Figure 1) and, as a consequence, also quantification of isomers disappearance after the mineralization was possible.

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.