Synthesis of BINOL–xylose-conjugates as “Turn-off” fluorescent receptors for Fe³⁺ and secondary recognition of cysteine by their complexes

Abstract

A fluorescence sensor of BINOL–xylose derivative was synthesized, which could only detect Fe3+ by 1 + 1 complex with high selectivity and sensitivity. The complex of the derivative with Fe3+ was found to perform secondary recognition of cysteine.

Self-assembled nanovesicles based on chiral bis-H8-BINOL for Fe3+ recognition and secondary recognition of l-cysteine by 1 + 1 complex

“…The plausible sensing mechanism of R -β- d - 1 . The article published by our group in 2022 was a monosubstituted xylose structure introduced by click reaction in BINOL, 35 and the fluorescence redshift of its sensor was not obvious after the addition of Fe 3+ and blueshifted to the initial fluorescence of the sensor after the addition of l -Cys, whereas in this paper, we introduced a double-substituted glucose on H 8 -BINOL, and the introduced glycan structures with different spatial resistances were not the same, and a significant redshift occurred after the addition of Fe 3+ and no blueshift to the initial fluorescence of the sensor after the addition of l -Cys in the case of R -β- d - 1 , a significant redshift occurred after the addition of Fe 3+ , and there was no blue shift to the initial fluorescence after the addition of l -Cys, so the fluorescence phenomenon and mechanism of the two are not the same.…”

α‐Acrylaldehyde 3‐Pyrrolyl BODIPY as a Specific Optical Sensor for Cysteine and Homocysteine

“…The association constant Ka for 3 with Cys was calculated from the plot of intensity of absorbance/fluorescence spectra of compound 3 against the concentration of Cys (ln [Cys]) for 1 : 1 stoichiometry of host-guest interaction, following the reported method. [32] The higher value K a (1.88 × 10 6 M À 1 ) for 3-Cys (Figure S20(a)), indicated the compound's higher affinity towards Cys which is comparably higher than the reported values [33][34][35] for the detection of Cys with other optical probes. The Stern-Volmer quenching constant of 3 with Hcy was determined by the Stern-Volmer equation, [36] which was observed to be 3469.08 � 0.8 M À 1 (Figure S21(b)).…”