Journal article
Solubilization of organics I: H-1 NMR chemical shift perturbations, diffusometry, and NOESY indicate biphenyls internalize in micelles formed by cetyltrimethylammonium bromide
Magnetic resonance in chemistry, Vol.57(12), pp.1097-1106
12/01/2019
DOI: 10.1002/mrc.4891
PMID: 31090226
Abstract
Polychlorinated biphenyls are a class of persistent environmental contaminants, and micellar solubilization can be applied to remediate them. The intermolecular aggregates of biphenyl (BP) analogs and cetyltrimethyl ammonium bromide (CTAB) were studied by chemical shift perturbation, nuclear magnetic resonance (NMR) diffusometry, quantitative proton NMR, and nuclear Overhauser effect (NOE) spectroscopy to understand the structural determinants of their solubilization. The micelles of CTAB solubilized BPs readily, but its capacity depended strongly on the nature of the functional group (BPCH2OH > > BPCHO > BPCOOH approximate to BPCl approximate to BP). Upon internalization, the BPs diffused much slower, introduced significant low-frequency H-1 chemical shift changes for CTAB, and displayed strong intermolecular NOEs. The semiquantitative analysis of NOEs revealed further that the BPs are located in the palisade layer closer to the N+(CH3)(3) head group, away from the hydrophobic core. H-1 NMR offers a simple high-throughput screening assay for evaluating and quantitating the solubilization of organics in micelles. The intermolecular NOEs and site-specific perturbation of chemical shifts add further insights on the location of solubilizates in micelles, which may be important for designing surfactants specific for environmental pollutants.
Details
- Title: Subtitle
- Solubilization of organics I: H-1 NMR chemical shift perturbations, diffusometry, and NOESY indicate biphenyls internalize in micelles formed by cetyltrimethylammonium bromide
- Creators
- Carlos A. Peroza - University of IowaFu Chen - University of IowaDale E. Wurster - University of IowaSanthana Mariappan Velupillai - University of Iowa
- Resource Type
- Journal article
- Publication Details
- Magnetic resonance in chemistry, Vol.57(12), pp.1097-1106
- Publisher
- Wiley
- DOI
- 10.1002/mrc.4891
- PMID
- 31090226
- ISSN
- 0749-1581
- eISSN
- 1097-458X
- Number of pages
- 10
- Language
- English
- Date published
- 12/01/2019
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
- Record Identifier
- 9984622753802771
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