Dual switch of helicity and fluorescent emission in amphiphilic glutamide Pyridine-Cyanostilbene based supramolecular gel

•Gelator GPCS could form supramolecular gel in DMF/H2O co-solvents and exhibit obvious CD signals.•After the protonation of the pyridine ring, the fluorescent emission of the gel was transited from 485 nm to 530 nm.•Chirality can be inverted by the protonation process, dual switch of chirality and switch in one system is realized. Regulating both the helicity and fluorescent emission in a self-assembly system is significant, but it is difficult to realize dual switchimg in a single system. Here, organogelator GPCS based on glutamide pyridine-cyanostilbene is designed and synthesized, and it is found that the gelator can form a gel and show obvious circular dichroism signals. After the protonation of the pyridine moiety, not is only the supramolecular chirality inverted but also the fluorescent emission transtions from 485 nm to 530 nm. This work provides insights into the control of chiroptical inversion and emission transition, and may have potential applications such as in the field of anticounterfeiting.