title: Behavior of a fenhexamid photoproduct during the alcoholic fermentation of Saccharomyces cerevisiae.
abstract: The fungicide fenhexamid [N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide] degraded rapidly by UV or sunlight irradiation, yielding 7-chloro-6-hydroxy-2-(1-methylcyclohexyl)-1,3-benzoxazole (CHB) as a main photoproduct. CHB was isolated, and its effect on alcoholic fermentation of Saccharomyces cerevisiae was studied. The results indicate that the presence of CHB does not affect the extent of alcohol production. After 12 days, the amount of CHB in the fermentation medium decreased by ca. 65%. Only 25% of the missing CHB was recovered unchanged from yeasts, most likely because it was adsorbed on the yeast wall cell. The remaining part degraded during the fermentation process. Glucan and chitin, two potential adsorbents, which constitute yeast cell walls, exhibited affinity for CHB.
authors.affiliation: Dipartimento di Tossicologia, Università di Cagliari, Viale Diaz 182, I-09126 Cagliari, Italy.
authors.forename: Paolo
authors.initials: P
authors.lastname: Cabras
authors.forename: Giovanni A
authors.initials: GA
authors.lastname: Farris
authors.forename: Maria V
authors.initials: MV
authors.lastname: Pinna
authors.forename: Alba
authors.initials: A
authors.lastname: Pusino
mesh_terms: D000577:Amides / Q000737:chemistry*; D000431:Ethanol / Q000378:metabolism*; D005285:Fermentation; D005638:Fruit; D010782:Photolysis; D012441:Saccharomyces cerevisiae / Q000378:metabolism*; D027843:Vitis
chemical_list: D000577:Amides; D000431:Ethanol; C451426:N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide