Alkanediol-Hexafluoroisopropanol Amphiphilic Supramolecular Solvent: Fabrication, Characterization and Application Potential for Doping Control of Hormones and Metabolic Modulators in Human Urine
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A novel amphiphilic supramolecular solvent (SUPRAS) was developed through the hexafluoroisopropanol (HFIP)-induced self-assembly of 1,2-hexanediol in aqueous matrix. Its application potential in multiclass determination was assessed by extracting ten prohibited hormones and metabolic modulators (log P from 2.38 to 7.57) listed by World Anti-Doping Agency (WADA) in human urine. This SUPRAS can be stably formed across a wide pH range (2-12) and unaffected by salt concentrations (<10% g mL-1 of NaCl), and has a higher density than water. The dehydration and hydrogen bonding ability of HFIP, as well as hydrophobic interactions between alkanediols dominate the formation of SUPRAS. The nanostructure of the SUPRAS, composed of 1,2-hexanediol, HFIP, and a high content of water (>25%, w/w), forms large spherical micellar aggregates (10-100 μm) that exhibit amphiphilic properties. A 1,2-hexanediol-HFIP SUPRAS based liquid-phase microextraction (LPME) method for detection of selected prohibited drugs in urine coupled with LC-MS/MS was established, optimized and validated. The method showed fast extraction time (30 seconds of vortex) and low solvent consumption (160 μL of organic solvent). Under the optimal conditions (7% g mL-1 of 1,2-hexanediol, 10% v/v of HFIP), the SUPRAS achieved high extraction efficiencies (>80%) and enrichment factor of 6.0 with minimal matrix effects for all analytes due to its high amphiphilicity and large surface area. The method demonstrated excellent linearity (R≥0.9909) with method limits of detection ranging from 0.018 to 0.18 ng mL-1 and method limits of quantitation from 0.06 to 0.6 ng mL-1, respectively, well below the minimum required performance levels (MRPLs) set by authorities. Furthermore, the intra- and inter-day relative recoveries for spiked human urine samples varied in the ranges of 90.3%-120.6% and 88.1%-119.3% with RSDs less than 12.7% and 18.9%, respectively. This SUPRAS-based LPME method proves to be simple, highly efficient and eco-friendly and has promising potential for multiclass determination in doping control.Keywords:
Characterization
Stable multilayer films were fabricated on the basis of the alternating layer-by-layer assembly of a two-component bolaform supramolecular amphiphile and diazoresins, followed by photochemical cross-linking of the structure. UV-visible spectroscopy and atomic force microscopy revealed a uniform deposition process. Moreover, one component of the supramolecular amphiphile can be removed from the multilayer films after cross-linking between the second component and the diazoresin. The release and uptake of the imprinted supramolecular amphiphile component are shown to be reversible. Furthermore, uptake experiments of different molecules show the selectivity of the imprinted sites for the template molecule. Thus, surface-imprinted films can be formed by employing dissociable two-component supramolecular amphiphiles. This research reveals that supramolecular amphiphiles can be used as a novel concept for the construction of multilayer films, and it also provides a new method of generating surface-imprinted multilayers.
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