Efficient Fluorescence Detection of Aromatic Toxicants and Toxicant Metabolites in Human Breast Milk.

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.

Rapid and efficient pesticide detection via cyclodextrin-promoted energy transfer.

Cyclodextrins facilitate non-covalent fluorescence energy transfer from a variety of pesticides to high quantum-yield fluorophores, resulting in a rapid, sensitive detection scheme for these compounds with detection limits as low as two micromolar. Such a facile detection tool has significant potential applications in agriculture and public health research.

Array-based detection of persistent organic pollutants via cyclodextrin promoted energy transfer.

We report herein the selective array-based detection of 30 persistent organic pollutants via cyclodextrin-promoted energy transfer. The use of three fluorophores enabled the development of an array that classified 30 analytes with 100% accuracy and identified unknown analytes with 96% accuracy, as well as identifying 92% of analytes in urine.

Efficient extraction and detection of aromatic toxicants from crude oil and tar balls using multiple cyclodextrin derivatives.

Herein we report the efficient extraction of aromatic analytes from crude oil and tar balls using multiple cyclodextrin derivatives. The known propensity of the cyclodextrins to bind hydrophobic guests in their hydrophobic interiors enhanced the extraction of aromatic analytes from the oil layer to the aqueous layer, with methyl-β-cyclodextrin and β-cyclodextrin providing the most significant enhancement in extraction efficiencies of aromatic toxicants (69% aromatic toxicants in aqueous layer in the presence of methyl-β-cyclodextrin compared to 47% in cyclodextrin-free solution for tar ball oil extraction), and provide optimal tunability for developing efficient extraction systems. The cyclodextrin derivatives also promoted efficient energy transfer in the aqueous solutions, with up to 86% efficient energy transfer observed in the presence of γ-cyclodextrin compared to 50% in the absence of cyclodextrin for oil spill oil extraction.

Detection of Medium-Sized Polycyclic Aromatic Hydrocarbons via Fluorescence Energy Transfer.

Reported herein is the use of proximity-induced non-covalent energy transfer for the detection of medium-sized polycyclic aromatic hydrocarbons (PAHs). This energy transfer occurs within the cavity of -cyclodextrin in various aqueous environments, including human plasma and coconut water. Highly efficient energy transfer was observed, and the efficiency of the energy transfer is independent of the concentration of -cyclodextrin used, demonstrating the importance of hydrophobic binding in facilitating such energy transfer.

Cyclodextrin-promoted energy transfer for broadly applicable small-molecule detection.

Reported herein is the development of non-covalent, proximity-induced energy transfer from small-molecule toxicants to organic fluorophores bound in the cavity of γ-cyclodextrin. This energy transfer occurs with exceptional efficiency for a broad range of toxicants in complex biological media, and is largely independent of the spectral overlap between the donor and acceptor. This generally applicable phenomenon has significant potential in the development of new turn-on detection schemes.

Cyclodextrin-enhanced extraction and energy transfer of carcinogens in complex oil environments.

Reported herein is the use of γ-cyclodextrin for two tandem functions: (a) the extraction of carcinogenic polycyclic aromatic hydrocarbons (PAHs) from oil samples into aqueous solution and (b) the promotion of highly efficient energy transfer from the newly extracted PAHs to a high-quantum-yield fluorophore. The extraction proceeded in moderate to good efficiencies, and the resulting cyclodextrin-promoted energy transfer led to a new, brightly fluorescent signal in aqueous solution. The resulting dual-function system (extraction followed by energy transfer) has significant relevance in the environmental detection and cleanup of oil-spill-related carcinogens.

Efficient detection of polycyclic aromatic hydrocarbons and polychlorinated biphenyls via three-component energy transfer.

Reported herein is the detection of highly toxic polycyclic aromatic hydrocarbons (PAHs) and polychlorinated biphenyls (PCBs) via proximity-induced non-covalent energy transfer. This energy transfer occurs in the cavity of γ-cyclodextrin, and is efficient even with the most toxic PAHs and least fluorescent PCBs. The low limits of detection and potential for selective detection using array-based systems, combined with the straightforward experimental setup, make this new detection method particularly promising.