This communication reports the first gold nanoparticles (NPs) chirally functionalized with optically active helical substituted polyacetylene (the resulting hybrid particles are defined as Au@PPA NPs). The novel nanoparticles consist of gold as core and optically active helical poly(N-propargylamide) as shell and show considerable optical activity derived from helical poly(N-propargylamide) chains with predominantly one-handed screw sense. The Au@PPA NPs are prepared by a three-step approach: i) a thiol-containing N-propargylamide monomer [Mth, HCCCH2NHCO(CH2)10SH] is synthesized and characterized with FTIR and1HNMR spectroscopy and elemental analysis; ii) a copolymer (poly(Mth-co-Mch)) was prepared by starting from monomer Mth and another chiral N-propargylamide monomer (Mch); poly(Mth-co-Mch) formed helical conformations and showed optical activities; and, iii) Au@PPA NPs are prepared from hydrogen tetrachloroaurate (III) and poly(Mth-co-Mch) through a one-spot procedure by using LiBH4 as reducing agent. The as-obtained hybrid nanoparticles are characterized by FTIR spectroscopy, TEM, UV-vis absorption and circular dichroism (CD) techniques. UV-vis and CD measurements demonstrated the remarkable optical activity of the Au@PPA NPs. More interestingly, the Au@PPA NPs show much stronger UV-vis and CD sigals when compared to the corresponding orginal helical copolymer, poly(Mth-co-Mch). The chiral hybrid nanoparticles demonstrate different absorption toward (R)-(+)- and (S)-(-)-1-phenylethylamines, preferentially adsorbing the (S)-isomer.