The enzymic formation of long chain aldehydes and alcohols by alpha-oxidation of fatty acids in extracts of cucumber fruit (Cucumis sativus).
1. An enzyme system that catalyses the alpha-oxidation of fatty acids to shorter chain products is present in acetone powders of cucumber fruits. 2. In the absence of NAD+, the predominant product from palmitic acid is pentadecanal. Addition of NAD+ gives rise to a homologous series of n-alkanals, the concentrations of which are in the same order as that reported in the volatile products formed on homogenization of cucumbers, i.e. C15 greater than C14 greater than C13 greater than C12. 3. Pentadecan-1-ol is also formed from palmitic acid in the absence of added NAD+; C15, C14 and C13 n-alkanols are produced in the presence of NAD+. 4. The substrate specificity for saturated fatty acids is in the order C12 less than C14 greater than C16 greater than C18. Unsaturated C18 acids are oxidized more readily than stearic acid. 5. The alpha-oxidation system is inhibited by dithiothreitol, cysteine, imidazole and certain metal ligands (CN-, N3-, diphenylthiocarbazone) but not by EDTA. 6. Differences between the alpha-oxidation system in cucumber and those previously reported in other plants are discussed.
D000447:Aldehydes / Q000378:metabolism*; D005227:Fatty Acids / Q000378:metabolism*; D005233:Fatty Alcohols / Q000096:biosynthesis*; D010944:Plants / Q000378:metabolism*
D000447:Aldehydes; D005227:Fatty Acids; D005233:Fatty Alcohols