Natural and synthetic particulates in aquatic environments can act as a vector for chiral pharmaceutical drugs. Understanding enantiomer enrichment in the particulate phase of water matrices is essential considering the enantiospecific effects that chiral drugs can have on exposed organisms. Therefore, the enantiospecific adsorption of the cationic drugs fluoxetine and propranolol to polyhydroxyalkanoate bioplastic, polyamide microplastic, and cellulose particulates was investigated in 0.01 M calcium chloride (CaCl2) buffer and real environmental matrices. Fluoxetine enantiomers adsorbed to all particulate types under all conditions studied. Yet, propranolol only adsorbed to polyamide in 0.01 M CaCl2 buffer at pH 11, and in samples prepared...