Various
aggregation-induced emission luminogens (AIEgens) have
been developed and applied in different areas in recent years. However,
AIEgens generally can aggregate and emit strong fluorescence in aqueous
solution even containing DNA and other biomacromolecules because of
poor water solubility, restricting their application in biosensing
and bioimaging in aqueous solution. Moreover, the great majority of
AIEgens commonly suffer from complex organic synthesis, environmental
damage, and biological toxicity. In this work, jatrorrhizine (Jat),
an isoquinoline alkaloid from Chinese herbs, was found to be a natural
water-soluble AIEgen that has not been previously reported. Jat’s
photometric characteristics and single-crystal structure demonstrated
that the restriction of intramolecular motion and twisted intramolecular
charge transfer were responsible for its AIE phenomenon. Due to the
good water solubility and AIE character of Jat, it did not emit fluorescence
in the aqueous solution containing DNA and polymers until the formation
of the DNA hydrogel. Therefore, a DNA hydrogel fluorescence biosensor
was designed by using the target (miRNA) as a catalyst to trigger
the entropy-driven circuit of DNA, realizing the ultrasensitive and
label-free detection of miRNA with an ultralow limit of detection
(0.049 fM, S/N = 3). This biosensing strategy also has excellent stability
and acceptable reliability for real sample assay. The results not
only indicated the excellent sensing performance of Jat as AIE probes
in aqueous solution but also demonstrated the promising application
potential of water-soluble natural AIEgens.