Chiral Fluorescence Recognition by Anthracene Fluorescent Dyes ⊂ Water-Soluble Pillar[5]arene Containing Phosphonic Acid Group (PWP[5])

Chirality plays a pivotal role in drugs, agrochmeicals and food additives et al. The enantiomers of a chiral molecule often show huge difference in bioactivity, metabolism, and toxicity et al. thereby, the recognition of chiral molecules shows an increasingly important priority, and has become an important focus and frontier in medicine, biochemistry and other fields. In this paper, a novel method for chiral fluorescence recognition based on anthracene fluorescent dyes(AD) ⊂ water-soluble pillar[5] arene containing phosphonic acid group(PWP[5]) is developed. The AD as guest molecule can complex with PWP[5] to form 1:1 AD ⊂ PWP[5] assembly, and this assembly can be further used as a fluorescent probe to identify D/L-phenylalanine and D/L-phenylalaninol by fluorescent titration. The fluorescence intensity of the assembly was significantly reduced for D-phenylalanine and D-phenylalaninol, while L-phenylalanine or L-phenylalaninol was added to AD ⊂ PWP[5] assembly, the fluorescence intensity of the assembly almost unchanged. Hence, the chiral recognition based on assembly between the achiral fused ring fluorescent dye and achiral PWP[5] was developed.

Synthesis of “(aminomethyl)phosphonic acid-functionalized graphene oxide”, and comparison of its adsorption properties for thorium(IV) ion, with plain graphene oxide

The current study presents a simple and scalable method for the synthesis of (aminomethyl)phosphonic acid-functionalized graphene oxide (AMPA-GO) adsorbent. The chemical structure of the new material was disclosed by different instrumental analyses (e.g. FTIR, Raman, XPS, AFM, TEM, XRD, CHN, and UV), and two pertinent mechanisms namely nucleophilic substitution and condensation were suggested for its formation. Adsorption experiments revealed that both AMPA-GO and plain GO have a high affinity toward Th(IV) ions, but the AMPA-GO is superior in terms of adsorption capacity, rate of adsorption, selectivity, pH effect, etc. Indeed, the AMPA-GO can uptake Th(IV) nearly instantaneously, and coexisting Na+ ions have no effect on its adsorption. Thanks to Langmuir isotherm, the maximum adsorption capacities of the GO and AMPA-GO were obtained 151.06 and 178.67 mg g−1, respectively. Interestingly, GO and AMPA-GO both showed a higher preference for thorium over uranium so that the average “K d (Th)/K d (U)” for them was 52 and 44, respectively. This data suggests that chromatographic separation of thorium and uranium is feasible by these adsorbents.