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Comparing the extraction performance of cyclodextrin-containing supramolecular deep eutectic solvents versus conventional deep eutectic solvents by headspace single drop microextraction
- Award ID(s):
- 1709372
- PAR ID:
- 10390491
- Date Published:
- Journal Name:
- Journal of Chromatography A
- Volume:
- 1658
- Issue:
- C
- ISSN:
- 0021-9673
- Page Range / eLocation ID:
- 462588
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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Abstract Deep eutectic solvents (DES) or eutectic mixtures prepared with a chiral component can lead to new chiral solvents with applications that include asymmetric synthesis and chiral light emitting materials. DES have low melting points, because of strong interactions, such as hydrogen bonding, between components of the mixture. Mixtures are prepared with ammonium salts, tetrabutylammonium chloride ([TBA]Cl) and choline chloride ([Ch]Cl), as hydrogen bond acceptor (HBA) and L‐lactic acid, L‐leucic acid, L‐ascorbic acid, R/S‐acetoxypropionic acid, and methyl‐(S)‐lactate as chiral hydrogen bond donors (HBD). Eight combinations of the HBAs and HBDs were prepared, and a racemic mixture of dissymmetric chiral europium complexes was dissolved in the mixtures. The circularly polarized luminescence (CPL) spectra were measured to determine the chiral discrimination by these chiral solvents. The CPL spectra show that the handedness of the chiral HBD is important to the chiral discrimination exhibited. However, the inversion of the sign of the CPL spectra in 1 : 3 [TBA]Cl:L‐lactic acid vs. 1 : 3 [Ch]Cl:L‐lactic acid, and 1 : 1.5 [Ch]Cl:L‐leucic acid vs. 1 : 1 [TBA]Cl:L‐leucic acid shows that the achiral HBA also plays a critical role in the handedness of the chiral discrimination by the chiral solvent.more » « less
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null (Ed.)Biomolecules have been thoroughly investigated in a multitude of solvents historically in order to accentuate or modulate their superlative properties in an array of applications. Ionic liquids have been extensively explored over the last two decades as potential replacements for traditional organic solvents, however, they are sometimes associated with a number of limitations primarily related to cost, convenience, accessibility, and/or sustainability. One potential solvent which is gaining considerable traction in recent years is the so-called deep eutectic solvent which holds a number of striking advantages, including biodegradability, inherently low toxicity, and a facile, low-cost, and solventless preparation from widely available natural feedstocks. In this review, we highlight recent progress and insights into biomolecular behavior within deep eutectic solvent-containing systems, including discussions of their demonstrated utility and prospects for the biostabilization of proteins and nucleic acids, free enzyme and whole-cell biocatalysis, various extraction processes ( e.g. , aqueous biphasic systems, nanosupported separations), drug solubilization, lignocellulose biomass treatment, and targeted therapeutic drug delivery. All indications point to the likelihood that these emerging solvents have the capacity to satisfy the requirements of environmental responsibility while unlocking biomolecular proficiency in established biomedical and biotechnological pursuits as well as a number of academic and industrial ventures not yet explored.more » « less
- Free Publicly Accessible Full Text
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Accepted Manuscript1.0
- Journal Article:
- https://doi.org/10.1016/j.chroma.2021.462588
