Solvent effects in the extraction and detection of polycyclic aromatic hydrocarbons from complex oils in complex environments

Serio, Nicole; Levine, Mindy

doi:10.1007/s10847-015-0583-y

Cited by 7 publications

(9 citation statements)

References 45 publications

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“…The variability in the fluorophore emission signal in the different environments and with the different cyclodextrin hosts was measured, and the results show that samples collected from the three different sites generate well‐separated signals and that the pattern of the responses differs depending on whether the cyclodextrin was dissolved in ultrapure water or in phosphate buffered saline. This solvent dependence of cyclodextrin‐promoted host‐guest phenomena is something that we and others have noted previously.…”

Section: Resultssupporting

confidence: 84%

“…This is likely due to the tendency of methyl‐β‐cyclodextrin to form strong association complexes with fluorophores in general that variability and environmental changes such as location have little to no effect on these strongly bound association complexes . Previous work in our group has demonstrated this high performance of methyl‐β‐cyclodextrin as a host in cyclodextrin‐promoted energy transfer and fluorescence modulation due to its hydrophobic character which promotes strong binding of hydrophobic guests such as fluorophore 6 . The greatest degree of variability was seen for 2‐HPCD, which is known to be a good host for extracting compounds from complex oil environments, as we have found previously .…”

Section: Resultsmentioning

confidence: 93%

“…Our group has previously developed the use of cyclodextrin‐promoted energy transfer as a tool for the sensitive and selective detection of toxicants in complex environments . Such systems have also been used for tandem extraction followed by fluorescence detection in oil spill remediation efforts , as well as for the deplanarization of aromatic compounds using cyclodextrin‐promoted Diels Alder reactions of polycyclic aromatic hydrocarbons .…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Detection of Benzene and Alkylated Benzene Derivatives in Fuel Contaminated Environments

DiScenza

Verderame

Levine

2016

CLEAN Soil Air Water

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Reported herein is the sensitive and selective detection of benzene and alkylated benzene derivatives as well as the practical application of this system in the detection of fuel contaminated environments following a March 2015 tanker truck crash at the Bourne Rotary in Bourne, Massachusetts. This detection method relies on the ability of cyclodextrin to promote proximity-induced fluorescence modulation of a high quantum yield fluorophore, which led to unique modulation responses for each cyclodextrin-analyte-fluorophore combination investigated. The measured changes in fluorescence emission were used to generate arrays using linear discriminant analysis to generate unique pattern identifiers for each combination. The method was successful in detecting ppm levels of analytes with 100% success in differentiating analytes in purified buffer solution and 100% success in differentiating between analytes in water samples from three collection locations related to the crash site: downstream, upstream, and directly from the drainage pipe. Notably, this method was successful in generating wellseparated signals for structural isomers of xylene (ortho, meta, para) which is difficult without specialized mass spectrometry-based techniques. The high selectivity, sensitivity, and broad applicability of this method have significant potential in the detection of aromatic analytes in a wide range of complex environments.

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Section: Resultssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 93%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Detection of Benzene and Alkylated Benzene Derivatives in Fuel Contaminated Environments

DiScenza

Verderame

Levine

2016

CLEAN Soil Air Water

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“…28–29,30,31 We have shown that such detection operates successfully in human urine, 32,33 that it can be used for the detection of both non-polar aromatic toxicants as well as highly polar toxicant metabolites, 34 and that it can form part of oil spill remediation strategies using cyclodextrin-promoted PAH toxicant extraction followed by detection. 35–36,37,38…”

Section: Introductionmentioning

confidence: 99%

Efficient fluorescence detection of aromatic toxicants and toxicant metabolites in human breast milk

DiScenza

Lynch

Verderame

et al. 2017

Supramolecular Chemistry

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Once chemical contaminants are released into the environment, there are a number of concerns that arise regarding the environmental persistence of the contaminants, their known and suspected toxicities, and their potential disruption to the ecosystem. One class of contaminants that is of continuing concern is polycyclic aromatic hydrocarbons (PAHs), persistent organic pollutants that are significant components of oil spills. PAHs have been found in the breast milk of nursing mothers living in oil spill affected regions, and can harm the nursing children. We report herein the sensitive and selective detection of 10 PAHs and PAH metabolites in human breast milk using fluorescence energy transfer from the PAH to a high quantum yield fluorophore, and array-based statistical analyses of the resulting fluorescence responses. This detection system was able to separate and identify the PAHs with 100% success in human breast milk and at concentrations as low as 0.17 μM. These results have significant implications in public health and in the monitoring and mitigation of environmental disasters.

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“…Previous work in our laboratory has focused on the use of cyclodextrin-promoted energy transfer for the rapid, sensitive, and selective fluorescence detection of aromatic toxicants (Mako et al 2012; Serio et al 2013b; Serio et al 2014b; Serio et al 2015c). We have shown that such detection operates successfully in human urine (DiScenza et al 2016a; Serio et al 2014a) and breast milk (DiScenza et al 2017a), that it can be used for the detection of non-polar aromatic toxicants and highly polar toxicant metabolites (Serio et al 2015b), and that it can form part of oil spill remediation strategies using cyclodextrin-promoted PAH extraction followed by fluorescence detection (Serio et al 2013a; Serio et al 2015a; Serio and Levine 2015; Serio and Levine 2016). Non-photophysically active analytes have also been detected using a modified cyclodextrin-promoted fluorescence modulation (DiScenza and Levine 2016a,b; DiScenza et al 2016b; DiScenza et al 2017b).…”

Section: Introductionmentioning

confidence: 99%

Cyclodextrin-Promoted Fluorescence Detection of Aromatic Toxicants and Toxicant Metabolites in Commercial Milk Products

et al. 2018

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The detection of polycyclic aromatic hydrocarbons (PAHs) and their metabolites in food and in agricultural sources is an important research objective due to the PAHs’ known persistence, carcinogenicity, and toxicity. PAHs have been found in the milk of lactating cows, and in the leaves and stems of plants grown in PAH-contaminated areas, thereby making their way into both cow milk and plant milk alternatives. Reported herein is the rapid, sensitive, and selective detection of 10 PAHs and PAH metabolites in a variety of cow milks and plant milk alternatives using fluorescence energy transfer from the PAH to a high quantum yield fluorophore, combined with subsequent array-based statistical analyses of the fluorescence emission signals. This system operates with high sensitivity (low micromolar detection limits), selectivity (100% differentiation even between structurally similar analytes), and general applicability (for both unmodified lipophilic PAHs and highly polar oxidized PAH metabolites, as well as for different cow and plant milk samples). These promising results show significant potential to be translated into solid-state devices for the rapid, sensitive, and selective detection of PAHs and their metabolites in complex, commercial food products.

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Solvent effects in the extraction and detection of polycyclic aromatic hydrocarbons from complex oils in complex environments

Cited by 7 publications

References 45 publications

Detection of Benzene and Alkylated Benzene Derivatives in Fuel Contaminated Environments

Detection of Benzene and Alkylated Benzene Derivatives in Fuel Contaminated Environments

Efficient fluorescence detection of aromatic toxicants and toxicant metabolites in human breast milk

Cyclodextrin-Promoted Fluorescence Detection of Aromatic Toxicants and Toxicant Metabolites in Commercial Milk Products

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