TY - JOUR
T1 - Controllable Phase Separation by Boc-Modified Lipophilic Acid as a Multifunctional Extractant
AU - Tao, Kai
AU - Adler-Abramovich, Lihi
AU - Gazit, Ehud
N1 - Funding Information: This work was supported in part by grants from the Israeli National Nanotechnology Initiative and the Helmsley Charitable Trust for a Focal Technology Area on Nanomedicines for Personalized Theranostics (E.G.). K.T. gratefully acknowledges the Center for Nanoscience and Nanotechnology of Tel Aviv University for financial support. The authors thank Dr. Tal Noam for mass spectroscopy, Steve Manch for editing assistance and all the members of the Gazit laboratory for helpful discussions.
PY - 2015/12/1
Y1 - 2015/12/1
N2 - While phase separation of immiscible liquid-liquid systems has become increasingly significant in diverse areas, the irreversible nature limits their further application in controllable extractionconcentration or capture-release fields. There is a need for the development of simple, efficient and reversible methods for numerous research and industrial extraction and separation applications. We envisioned Boc-modified lipophilic acids as a simple model for such use based on the studies of the multi-phase transitions of Boc-modified supramolecular polymeric systems. Here, we demonstrate that in the presence of Boc-7-aminoheptanoic acid (Boc-7), phase separation occurs in mixtures of miscible organic solvent and water. The separation behavior was confirmed by differential colorimetric development in aqueous and organic phases using methyl orange staining assays. Component substitution experiments verified that the phase separation results from the subtle balance between the aggregation and the solvation forces of Boc-7, and is reversible by adjusting the solution pH. Owing to the intrinsic hydrophobic properties of the organic phase and the hydrogen bonding-forming ability of the carboxyl group of Boc-7, the phase separation system captures and releases Sudan Red, fluorescein, and streptavidin in a controllable manner. Consequently, a reversible and simple phase separation system can be designed as a multifunctional extractant.
AB - While phase separation of immiscible liquid-liquid systems has become increasingly significant in diverse areas, the irreversible nature limits their further application in controllable extractionconcentration or capture-release fields. There is a need for the development of simple, efficient and reversible methods for numerous research and industrial extraction and separation applications. We envisioned Boc-modified lipophilic acids as a simple model for such use based on the studies of the multi-phase transitions of Boc-modified supramolecular polymeric systems. Here, we demonstrate that in the presence of Boc-7-aminoheptanoic acid (Boc-7), phase separation occurs in mixtures of miscible organic solvent and water. The separation behavior was confirmed by differential colorimetric development in aqueous and organic phases using methyl orange staining assays. Component substitution experiments verified that the phase separation results from the subtle balance between the aggregation and the solvation forces of Boc-7, and is reversible by adjusting the solution pH. Owing to the intrinsic hydrophobic properties of the organic phase and the hydrogen bonding-forming ability of the carboxyl group of Boc-7, the phase separation system captures and releases Sudan Red, fluorescein, and streptavidin in a controllable manner. Consequently, a reversible and simple phase separation system can be designed as a multifunctional extractant.
UR - http://www.scopus.com/inward/record.url?scp=84948783496&partnerID=8YFLogxK
U2 - https://doi.org/10.1038/srep17509
DO - https://doi.org/10.1038/srep17509
M3 - مقالة
SN - 2045-2322
VL - 5
JO - Scientific Reports
JF - Scientific Reports
M1 - 17509
ER -
