title: Sorption of the pharmaceuticals carbamazepine and naproxen to dissolved organic matter: role of structural fractions.
abstract: Pharmaceutical compounds and dissolved organic matter (DOM) are co-introduced into the environment by irrigation with reclaimed wastewater and/or application of biosolids. In this study, we evaluate the role and mechanism of interaction of the pharmaceuticals naproxen and carbamazepine with structural fractions of biosolids-derived DOM. Sorption interactions were estimated from dialysis-bag experiments at different pHs. Sorption of naproxen and carbamazepine by the hydrophobic acid fraction exhibited strong pH-dependence. With both pharmaceuticals, the highest sorption coefficients (K(DOC)) were at pH 4. With the hydrophobic neutral fraction, pH affected only naproxen sorption (decreasing with increasing pH). Among the hydrophilic DOM fractions, the hydrophilic acid fraction exhibited the highest K(DOC) value for carbamazepine, probably due to their bipolar character. In the hydrophilic acid fraction-naproxen system, significant anionic repulsion was observed with increasing pH. The hydrophilic base fraction contains positively charged functional groups. Therefore with increasing ionization of naproxen (with increasing pH), K(DOC) to this fraction increased. The hydrophilic neutral fraction exhibited the lowest K(DOC) with both studied pharmaceuticals. The K(DOC) value of carbamazepine with the bulk DOM sample was higher than the calculated K(DOC) value based on sorption by the individual isolated fractions. The opposite trend was observed with naproxen at pH 8: the calculated K(DOC) value was higher than the value obtained for the bulk DOM. These results demonstrate that DOM fractions interact with each other and do not act as separate sorption domains.
authors.affiliation: Department of Soil and Water Sciences, The Hebrew University of Jerusalem, Rehovot 76100, Israel.
authors.forename: Adi
authors.initials: A
authors.lastname: Maoz
authors.forename: Benny
authors.initials: B
authors.lastname: Chefetz
mesh_terms: D000327:Adsorption; D001673:Biodegradation, Environmental; D002220:Carbamazepine / Q000737:chemistry* / Q000302:isolation & purification*; D057927:Hydrophobic and Hydrophilic Interactions; D007700:Kinetics; D009288:Naproxen / Q000737:chemistry* / Q000302:isolation & purification*; D009930:Organic Chemicals / Q000737:chemistry*; D004364:Pharmaceutical Preparations / Q000302:isolation & purification*; D012995:Solubility; D013696:Temperature
chemical_list: D009930:Organic Chemicals; D004364:Pharmaceutical Preparations; D002220:Carbamazepine; D009288:Naproxen