Recently, space-filling molecular models were employed to describe potential in vivo interactions between nucleic acids and a broad range of biologically active small molecules [1,2]. Stereospecific recognition of certain small molecules, including chiral natural products, and DNA via binding at the phosphate backbone and intercalation between base pairs was postulated. As an extension of this study our initial observations concerning stereochemical recognition between molecular models of amino acids and nucleic acids are described herein. We postulate that the recognition process involves, in part, intercalation of amino acid R groups into double-stranded nucleic acids between two consecutive bases of its codon concomitant with complementary pairing with bases of the opposite strand (anticodon). The details of our hypothesis were developed in stages by considering initially single-stranded nucleic acidamino acid interactions. In this regard, a chronological account of our observations with models, followed by a description of our preliminary criteria for amino acid-nucleic acid interactions, is presented.Single-stranded RNA-Amino Acid Complexes Corey-Pauling-Koltun (CPK) space-filling molecular models of the common L-amino acids were individually positioned into each of the 16 possible base cavities of a single-stranded RNA model (the cavities were