title: Relationship of superficial scald development and alpha-farnesene oxidation to reactions of diphenylamine and diphenylamine derivatives in Cv. Granny Smith apple peel.
abstract: Cv. Granny Smith apple fruit, treated at harvest with aqueous emulsions containing diphenylamine (DPA) and DPA derivatives, were evaluated for the peel disorder superficial scald (scald) after 6 months of cold storage at 1 degrees C plus 0 or 7 days at 20 degrees C. Metabolism of these derivatives and alpha-farnesene oxidation were also evaluated after 6 months. Derivatives substituted at the para position prevented scald, but scald developed on fruit treated with derivatives substituted in the amino, ortho, or meta positions. The extent of scald control was also dependent on the chemical nature of the functional group used to derivatize DPA. Hydroxylation of DPA and DPA derivatives during storage was not associated with scald control. Methoxylated DPA derivatives produced during storage resulted from O-methylation of C-hydroxylated derivatives rather than C-methoxylation of DPA. N-Nitrosodiphenylamine provided partial scald control, possibly resulting from its degradation to DPA, indicating that the amino hydrogen of DPA may be crucial for scald control. Results suggest that functional group position and chemical properties both contribute to the efficacy of DPA derivatives for scald control.
authors.affiliation: Tree Fruit Research Laboratory, Agricultural Research Service, United States Department of Agriculture, 1104 N. Western Ave., Wenatchee, Washington 98801, USA.
authors.forename: David R
authors.initials: DR
authors.lastname: Rudell
authors.forename: James P
authors.initials: JP
authors.lastname: Mattheis
authors.forename: John K
authors.initials: JK
authors.lastname: Fellman
mesh_terms: D003080:Cold Temperature; D004159:Diphenylamine / Q000008:administration & dosage / Q000031:analogs & derivatives* / Q000737:chemistry*; D004655:Emulsions; D005519:Food Preservation / Q000379:methods*; D005638:Fruit / Q000737:chemistry*; D006900:Hydroxylation; D027845:Malus / Q000737:chemistry*; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000737:chemistry*
chemical_list: D004655:Emulsions; D012717:Sesquiterpenes; C062672:alpha-farnesene; D004159:Diphenylamine