Abstract: A highly sensitive and enantioselective nanoplasmonic chiral sensor was developed for the detection of L/D cysteine, an essential biomolecule. A chiral hybrid nanostructure with a helical configuration was constructed via chiral lipid template directed self assembly of gold nanorods. Comprehensive characterizations were performed using circular dichroism (CD) spectroscopy, extinction spectroscopy, and surface enhanced Raman spectroscopy (SERS). It was demonstrated that mirror image electronic CD responses were generated in the ultraviolet region upon interaction with L/D cysteineenantiomers, accompanied by a pronounced reversal and enhancement of plasmonic CD signals in the visible to near infrared range. The adsorption of cysteine molecules at the plasmonic hotspots of the assembled gold nanorod arrays was further confirmed by SERS. The detection sensitivity, evaluated through the plasmonic CD anisotropy factor, was found to reach the micromolar level and could be tuned by adjusting the aspect ratio of the gold nanorods. By leveraging the synergistic dual band (UV and Vis NIR) chiral optical responses, ultrasensitive detection of cysteine concentration was achieved using the proposed gold nanorod/lipid hybrid nanostructure, demonstrating potential for applications in biosensing and stereochemical analysis.