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Design of phosphonium-type zwitterion as an additive to improve saturated water content of phase-separated ionic liquid from aqueous phase toward reversible extraction of proteins.

Ito Y, Kohno Y, Nakamura N, Ohno H - Int J Mol Sci (2013)

Bottom Line: The saturated water content of separated IL phase, 1-butyl-3-methyimidazolium bis(trifluoromethanesulfonyl)imide, was considerably improved from 0.4 wt% to 62.8 wt% by adding N,N,N-tripentyl-4-sulfonyl-1-butanephosphonium-type ZI (P555C4S).In addition, the maximum water content decreased from 62.8 wt% to 34.1 wt% by increasing KH2PO4/K2HPO4 salt content in upper aqueous phosphate buffer phase.Furthermore, cyt. c dissolved in IL phase was re-extracted again from IL phase to aqueous phase by increasing the concentration of inorganic salts of the buffer solution.

View Article: PubMed Central - PubMed

Affiliation: Department of Biotechnology, Tokyo University of Agriculture and Technology, 2-24-16, Naka-cho, Koganei, Tokyo 184-8588, Japan. ohnoh@cc.tuat.ac.jp.

ABSTRACT
We designed phosphonium-type zwitterion (ZI) to control the saturated water content of separated ionic liquid (IL) phase in the hydrophobic IL/water biphasic systems. The saturated water content of separated IL phase, 1-butyl-3-methyimidazolium bis(trifluoromethanesulfonyl)imide, was considerably improved from 0.4 wt% to 62.8 wt% by adding N,N,N-tripentyl-4-sulfonyl-1-butanephosphonium-type ZI (P555C4S). In addition, the maximum water content decreased from 62.8 wt% to 34.1 wt% by increasing KH2PO4/K2HPO4 salt content in upper aqueous phosphate buffer phase. Horse heart cytochrome c (cyt.c) was dissolved selectively in IL phase by improving the water content of IL phase, and spectroscopic analysis revealed that the dissolved cyt.c retained its higher ordered structure. Furthermore, cyt. c dissolved in IL phase was re-extracted again from IL phase to aqueous phase by increasing the concentration of inorganic salts of the buffer solution.

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Relation between water content of IL phase and fraction of ZI in IL/ZI mixtures.
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f2-ijms-14-18350: Relation between water content of IL phase and fraction of ZI in IL/ZI mixtures.

Mentions: Figure 1 shows both ZI and IL prepared and used in this study. N,N,N-Tripentyl-4-sulfonyl-1-butanephosphonium (P555C4S) was mixed with equimolar [C4mim][Tf2N], then pure water was added to [C4mim][Tf2N]/P555C4S mixture as 1:10 by volume. The resulting mixture was not phase-separated but homogeneously mixed. Instead, when phosphate buffer (100 mM, pH 7.0) was added to [C4mim][Tf2N]/P555C4S mixture as 1:10 by volume, the resulting mixture was found to form liquid/liquid phase separation. Then different amount of P555C4S was mixed with [C4mim][Tf2N] and phosphate buffer (100 mM, pH 7.0). The resulting solutions were stirred vigorously and stored. The saturated water content of phase separated IL phase was then determined by Karl-Fischer titration method. The saturated water content of the [C4mim][Tf2N] phase increased with the amount of the P555C4S as shown in Figure 2. This result suggests that the saturated water content of hydrophobic ILs can be controlled by the added amount of P555C4S. As seen in Figure 2, addition of P555C4S improves the saturated water content of [C4mim][Tf2N] from 0.4 wt% to 62.8 wt%. The water content of separated [C4mim][Tf2N] phase without P555C4S was comparable to the previously reported value [19]. It follows that suitably hydrophobic P555C4S comprising phosphonium cation with long alkyl chains and sulfonate anions to increase saturated water content of hydrophobic IL phase.


Design of phosphonium-type zwitterion as an additive to improve saturated water content of phase-separated ionic liquid from aqueous phase toward reversible extraction of proteins.

Ito Y, Kohno Y, Nakamura N, Ohno H - Int J Mol Sci (2013)

Relation between water content of IL phase and fraction of ZI in IL/ZI mixtures.
© Copyright Policy - open-access
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC3794783&req=5

f2-ijms-14-18350: Relation between water content of IL phase and fraction of ZI in IL/ZI mixtures.
Mentions: Figure 1 shows both ZI and IL prepared and used in this study. N,N,N-Tripentyl-4-sulfonyl-1-butanephosphonium (P555C4S) was mixed with equimolar [C4mim][Tf2N], then pure water was added to [C4mim][Tf2N]/P555C4S mixture as 1:10 by volume. The resulting mixture was not phase-separated but homogeneously mixed. Instead, when phosphate buffer (100 mM, pH 7.0) was added to [C4mim][Tf2N]/P555C4S mixture as 1:10 by volume, the resulting mixture was found to form liquid/liquid phase separation. Then different amount of P555C4S was mixed with [C4mim][Tf2N] and phosphate buffer (100 mM, pH 7.0). The resulting solutions were stirred vigorously and stored. The saturated water content of phase separated IL phase was then determined by Karl-Fischer titration method. The saturated water content of the [C4mim][Tf2N] phase increased with the amount of the P555C4S as shown in Figure 2. This result suggests that the saturated water content of hydrophobic ILs can be controlled by the added amount of P555C4S. As seen in Figure 2, addition of P555C4S improves the saturated water content of [C4mim][Tf2N] from 0.4 wt% to 62.8 wt%. The water content of separated [C4mim][Tf2N] phase without P555C4S was comparable to the previously reported value [19]. It follows that suitably hydrophobic P555C4S comprising phosphonium cation with long alkyl chains and sulfonate anions to increase saturated water content of hydrophobic IL phase.

Bottom Line: The saturated water content of separated IL phase, 1-butyl-3-methyimidazolium bis(trifluoromethanesulfonyl)imide, was considerably improved from 0.4 wt% to 62.8 wt% by adding N,N,N-tripentyl-4-sulfonyl-1-butanephosphonium-type ZI (P555C4S).In addition, the maximum water content decreased from 62.8 wt% to 34.1 wt% by increasing KH2PO4/K2HPO4 salt content in upper aqueous phosphate buffer phase.Furthermore, cyt. c dissolved in IL phase was re-extracted again from IL phase to aqueous phase by increasing the concentration of inorganic salts of the buffer solution.

View Article: PubMed Central - PubMed

Affiliation: Department of Biotechnology, Tokyo University of Agriculture and Technology, 2-24-16, Naka-cho, Koganei, Tokyo 184-8588, Japan. ohnoh@cc.tuat.ac.jp.

ABSTRACT
We designed phosphonium-type zwitterion (ZI) to control the saturated water content of separated ionic liquid (IL) phase in the hydrophobic IL/water biphasic systems. The saturated water content of separated IL phase, 1-butyl-3-methyimidazolium bis(trifluoromethanesulfonyl)imide, was considerably improved from 0.4 wt% to 62.8 wt% by adding N,N,N-tripentyl-4-sulfonyl-1-butanephosphonium-type ZI (P555C4S). In addition, the maximum water content decreased from 62.8 wt% to 34.1 wt% by increasing KH2PO4/K2HPO4 salt content in upper aqueous phosphate buffer phase. Horse heart cytochrome c (cyt.c) was dissolved selectively in IL phase by improving the water content of IL phase, and spectroscopic analysis revealed that the dissolved cyt.c retained its higher ordered structure. Furthermore, cyt. c dissolved in IL phase was re-extracted again from IL phase to aqueous phase by increasing the concentration of inorganic salts of the buffer solution.

Show MeSH