One-dimensional organic nanowires have emerged as idealized model systems for investigating charge transport mechanisms at molecular length scales. However, there are significant difficulties associated with the synthesis and electrical characterization of well-defined organic nanowires. By drawing inspiration from oligonucleotide synthesis, we have developed a facile strategy for the assembly of organic semiconductor building blocks (perylene-3,4,9,10-tetracarboxylic diimide derivatives) in predetermined arrangements on a DNA-like backbone. These constructs can be purified/processed under partially aqueous conditions via known biochemical techniques and feature many of the other advantages of standard oligonucleotides, including a well-defined length, geometry, and sequence context. We have self-assembled monolayers of our nanowires on gold substrates and investigated their charge transport properties with electrochemical techniques. Our findings may offer improved insight into the design of π-conjugated materials for organic electronic applications.