Production of octadienal in the marine diatom Skeletonema costatum.
[reaction: see text] Marine diatoms produce alpha,beta,gamma,delta-unsaturated aldehydes that have detrimental effects on the reproduction of their natural predators. The production of these defensive metabolites is suggested to involve enzymatic oxidation of polyunsaturated fatty acids. In this paper, feeding experiments with labeled precursor provide clear evidence in support of the origin of octadienals 1 and 2 from 6,9,12-hexadecatrienoic acid (5), thus proving the involvement of novel lipoxygenase/lyase activity for the oxidation of C(16) fatty acids.
D'Ippolito
Giuliana
G
Istituto di Chimica Biomolecolare (ICB) del CNR, Via Campi Flegrei 34, 80078 Pozzuoli (Napoli), Italy.
Romano
Giovanna
G
Caruso
Tonino
T
Spinella
Aldo
A
Cimino
Guido
G
Fontana
Angelo
A
D000447:Aldehydes / Q000737:chemistry* / Q000378:metabolism*; D017377:Diatoms / Q000737:chemistry* / Q000378:metabolism; D005227:Fatty Acids / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000447:Aldehydes; D005227:Fatty Acids; D007202:Indicators and Reagents; C474371:2,4-octadienal